Extended knowledge of Di-tert-Butyl malonate

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 541-16-2 as follows. Formula: C11H20O4

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 541-16-2 as follows. Formula: C11H20O4

Compound 185a (3.15 g, 8.39 mmol) was dissolved in 50 mL of tetrahydrofuran,3.81 mL of tert-butoxycarboxylic anhydride (i.e., di-tert-butyl dicarbonate Boc2O, 16.78 mmol) and 100 mg of p-dimethylaminopyridine,Room temperature reaction 4h.The residue was purified by column chromatography, eluting with petroleum ether: ethyl acetate = 20: 1 (v / v) to give 3.18 g of compound 185b in 91% yield.

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ocean University of China; Key Laboratory of Chemistry for Natural Products of Guizhou Province Chinese Academy of Sciences; Zhu, Weiming; Ma, Hongguang; Wang, Liping; Xu, Zhihong; Zhang, Yapeng; Wang, Yi; Liu, Peipei; (142 pag.)CN106083830; (2016); A;,
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Continuously updated synthesis method about 541-16-2

Electric Literature of 541-16-2, These common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Electric Literature of 541-16-2, These common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of di-tert-butyl malonate (4.3 g, 19.91 mmol, 1.99 equiv) and potassium carbonate (2.8 g, 20.29 mmol, 2.03 equiv) in N,N-dimethylformamide (30 mL) was stirred at 65C for 30 min. A solution of methyl 4-(4-(chloromethyl)-5-methyloxazol- 2-yl)benzoate (2.65 g, 10.00 mmol, 1.00 equiv) in N,N-dimethylformamide (5 mL) was then added dropwise with stirring to the reaction mixture. The resulting solution was stirred at 65C overnight and then quenched with 60 mL of ice and water. The mixture was extracted with 2×50 mL of ethyl acetate. The combined organic layers was washed with 3×30 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give 4.0 g (90%) of methyl 4-(4-(3-tert-butoxy-2-(tert- butoxycarbonyl)-3-oxopropyl)-5-methyloxazol-2-yl)benzoate as a light yellow solid. LC-MS: (ES, m/z): 446 [M+H]+, 390, 334, 272, 230, 115.

The synthetic route of 541-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; RUGA CORPORATION; GIACCA, Amato; LAI, Edwin; RAZORENOVA, Olga; CHAN, Denise; HAY, Michael, Patrick; BONNET, Muriel; SUN, Connie; TABIBIAZAR, Ray; YUEN, Po-wai; WO2013/155338; (2013); A2;,
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Extracurricular laboratory: Synthetic route of 541-16-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Recommanded Product: Di-tert-Butyl malonate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Recommanded Product: Di-tert-Butyl malonate

A solution of sodium hydride (0.040 g, 1.54 mmol) in THF (100mL) was cooled to 0C and treated with di-tert-butyl malonate (20.7 3 mL, 92.47 mmol) dropwise via dropping funnel, over 20 min. After stirring at room temperature for 30 min., 3,3-dimethylallyl bromide (9.7 mL, 83.22 mmol) was added. After stirring an additional 19 h, the reaction mixture was diluted with 10% HCl solution (100 mL) and EtOAc (100 mL). The resulting organic phase was washed with satd. aq. NaCl, dried over MgSO4, filtered, and concentrated to afford 25.74 g (94%)of a crude yellow oil. TLC: Rf 0.60 (silica, 10% ethyl acetate-hexane).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Bayer Corporation; EP923530; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about Di-tert-Butyl malonate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Safety of Di-tert-Butyl malonate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Safety of Di-tert-Butyl malonate

7a. Preparation of (1R,2R)/(1S2S) 1-amino-2-ethylcyclopropanecarboxylic Acid tert-butyl Ester (Racemic Mixture); Step 1: Preparation of 2-ethylcyclopropane-1,1-dicarboxylic acid di-tert-butyl ester, Shown Below To a suspension of benzyltriethylammonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NaOH solution (92.4 g in 185 mL H2O) was added 1,2-dibromobutane (30.0 g, 138.9 mmol) and di-tert-butylmalonate (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred for 18 hours at room temperature and treated with a mixture of ice and water. The crude product was extracted with dichloromethane (3*) and sequentially washed with water (3*), and brine. The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo. The resulting residue was purified by flash column chromatography (100 g SiO2, 3% diethyl ether in hexane) to provide the desired product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/119461; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about Di-tert-Butyl malonate

Electric Literature of 541-16-2, A common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, molecular formula is C11H20O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Electric Literature of 541-16-2, A common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, molecular formula is C11H20O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A mixture of 2-(3, 4-dichlorophenyl)acetonitrile (5 mmol), ditert-butyl malonate (3 mmol), and Fe(ClO4)3·H2O (5 mol%) wasplaced in a round-bottomed flask. Then, the reaction mixturewas heated at 80 C for 5 h. After completion of the reactionmonitored by thin layer chromatography (TLC), water (10 mL)was added and the reaction mixture was extracted with ethylacetate (3 × 20 mL). The organic layers were collected, combined,washed with water (3 × 20 ml), dried over anhydrousNa2SO4, and concentrated under vacuum. The pure product wasobtained by directly passing through a silica gel (200-300mesh) column to give a white powder 1m (1.08 g, 84% yield).Compound 1m1H NMR (400 MHz, CDCl3): delta = 7.41-7.35 (m, 2 H), 7.12-7.10 (m,1 H), 5.31 (s, 1 H), 3.40 (s, 2 H), 1.32 (s, 9 H) ppm. 13C NMR (100MHz, CDCl3): delta = 168.9, 135.6, 132.7, 131.2, 131.2, 130.6, 128.6,51.6, 43.5, 28.7 ppm. HRMS: m/z calcd for C12H15Cl2NO [M + H]+:259.0531; found: 259.0533.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Feng, Chengliang; Yan, Bin; Yin, Guibo; Chen, Junqing; Ji, Min; Synlett; vol. 29; 17; (2018); p. 2257 – 2264;,
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Discovery of Di-tert-Butyl malonate

Reference of 541-16-2, These common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Reference of 541-16-2, These common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: alpha,beta-Unsaturated aldehyde (3.0 mmol) and malonate (3.0 mmol) were added into asolution of TiCl4 (6.0 mmol) in CCl4 (2.0 mL) and THF (10 mL) at 0 C, Then, pyridine (0.96 mL, 12.0 mmol) in THF (2 mL) was added dropwisely over 1 h. The resulting mixture was stirred at room temperature overnight. After quenched with water, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography with hexane/ethyl acetate = 20/1 to afford the product.

The synthetic route of 541-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wei, Xu; Lu, Junzhu; Duan, Wei-Liang; Synthesis; vol. 48; 23; (2016); p. 4155 – 4160;,
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Some tips on 541-16-2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 541-16-2, name is Di-tert-Butyl malonate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 541-16-2, Quality Control of Di-tert-Butyl malonate

To a 100 mL round bottom flask, was added p-acetamidobenzenesulfonyl azide (1.08 g, 4.5 mmol), acetonitrile (25 mL), triethylamine (0.62 mL, 4.5 mmol), and di-tert-butyl malonate (1 mL, 4.5 mmol). The reaction was stirred at rt for 48 hours, after which time the mixture was concentrated in vacuo to near dryness. Hexanes (25 mL) was added to the crude material and the precipitate was filtered. The filtrate was concentrated in vacuo and used directly in the following procedure. To a 100 mL round bottom flask containing the above crude material (1.87 g, 7.7 mmol), was added Rh2(OAc)4 (35 mg, 0.08 mmol) and toluene (50 mL), and 2-hydroxyEtOAc (1.24 g, 11.55 mmol). 1 The reaction was stirred at 70 C overnight, after which time the mixture was filtered over Celite and purified by silica gel column chromatography (20% EtOAc/hexanes) to afford the intermediate as a colorless oil (936 mg, 33% yield) which was used directly in the next step.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kelley, Amber M.; Minerali, Eni; Wilent, Jennifer E.; Chambers, Nicholas J.; Stingley, Kyla J.; Wilson, G. Tyler; Petersen, Kimberly S.; Tetrahedron Letters; (2019);,
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New learning discoveries about 541-16-2

The chemical industry reduces the impact on the environment during synthesis Di-tert-Butyl malonate. I believe this compound will play a more active role in future production and life.

Application of 541-16-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 541-16-2, name is Di-tert-Butyl malonate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a cooled(0 C) solution of NaH (60% in mineral oil, 2.2 eq.) in DMF (1.0 M) was slowly added di-t-butylmalonate (1.1 eq.). After 15 min, 2-fluoronitrobenzene derivative (5.00 g) was added to the reactionmixture dropwise at 0 C. The resultant mixture was stirred at room temperature overnight and quenchedwith 0.1 N HCl aq. The resultant aqueous phase was extracted with EtOAc/n-hexane = 1/1. The combinedorganic phases were washed with brine. The resultant organic phase was dried over Na2SO4, filtered, andthe filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography(n-hexane/EtOAc = 100/0 – 30/70).

The chemical industry reduces the impact on the environment during synthesis Di-tert-Butyl malonate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yamai, Yu-Suke; Tanaka, Akio; Yajima, Tatsuo; Ishida, Kyoji; Natsutani, Itaru; Uesato, Shinichi; Nagaoka, Yasuo; Sumiyoshi, Takaaki; Heterocycles; vol. 97; 1; (2018); p. 192 – 210;,
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Analyzing the synthesis route of 541-16-2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 541-16-2, The chemical industry reduces the impact on the environment during synthesis 541-16-2, name is Di-tert-Butyl malonate, I believe this compound will play a more active role in future production and life.

General procedure: alpha,beta-Unsaturated aldehyde (3.0 mmol) and malonate (3.0 mmol) were added into asolution of TiCl4 (6.0 mmol) in CCl4 (2.0 mL) and THF (10 mL) at 0 C, Then, pyridine (0.96 mL, 12.0 mmol) in THF (2 mL) was added dropwisely over 1 h. The resulting mixture was stirred at room temperature overnight. After quenched with water, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography with hexane/ethyl acetate = 20/1 to afford the product.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wei, Xu; Lu, Junzhu; Duan, Wei-Liang; Synthesis; vol. 48; 23; (2016); p. 4155 – 4160;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

New learning discoveries about 541-16-2

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 541-16-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 541-16-2 as follows.

To a suspension of benzyltriethylammonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NAOH solution (92.4 g in 185 mL H20) was added 1,2- dibromobutane (30.0 g, 138.9 mmol) and DI-TERT-BUTYLMALONATE (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred 18 h at rt, a mixture of ice and water was then added. The crude product was extracted with CH2CI2 (3x) and sequentially washed with water (3x), brine and the organic extracts combined. The organic layer was dried (MgS04), filtered and concentrated in vacuo. The resulting residue was flash chromatographed (100 G SI02, 3% ET20 in hexane) to afford the titled product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99316; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics