Category: 18448-47-0

Electric Literature of 18448-47-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18448-47-0, name is Methyl cyclohex-1-enecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Cyclohex-l-en-l-ylmethanol To a solution of methyl 1-cyclohexene-l-carboxylate (1.50 mL, 11.0 mmol) in DCM (30 mL) was added diisobutylaluminum hydride (1M solution in toluene; 25 mL, 25 mmol) at -78 C and the mixture was stirred for 1 h. TLC (3:1 hex:EtOAc) showed that the reaction was then complete. The mixture was quenched with methanol (10 mL) and IN NaOH (10 mL) and then was allowed to stir at rt for 2.5 h. The mixture was extracted with DCM (3x). The combined organic layers were washed with brine, dried over MgSCt, filtered and concentrated to give cyclohex-l-en-l-ylmethanol (1.3 g, 100%).

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, Methyl cyclohex-1-enecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 18448-47-0, These common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, 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: 4-Trifluoromethylbenzonitrile oxide (4) was generated as follows: a solution of the corresponding chloroxime (0.25g, 1.12mmol) in dry dichloromethane was passed through an Amberlyst-21 column and added dropwise over 30min to the solution of a dipolarophile in dry dichloromethane, and the solution was stirred overnight at room temperature. Water was added, organic layer was separated and the aqueous one extracted with dichloromethane. The combined organic layers were dried (MgSO4) and the product was purified by flash column chromatography.

Statistics shows that Methyl cyclohex-1-enecarboxylate is playing an increasingly important role. we look forward to future research findings about 18448-47-0.

Reference:
Article; Gucma, Miros?aw; Go??biewski, W. Marek; Michalczyk, Alicja K.; Journal of Molecular Structure; vol. 1060; 1; (2014); p. 223 – 232;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 18448-47-0, These common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, 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.

2.5 M n-Butyllithium in hexanes (7.25 mL, 18.1 mmol) was added dropwise to a cooled (ice water bath) mixture of S-(-)-N-benzyl-alpha-methylbenzylamine (15.1 mmol) in THF (60 mL). After stirring for 30 minutes the mixture was cooled to -95 C. (liquid nitrogen/acetone bath). A solution of methyl-1-cyclohexenecarboxylate (12.5 mmol) in THF (10 mL) was added to the chilled reaction mixture dropwise. After 1.5 hours the liquid nitrogen/acetone bath was replaced with a dry ice/acetone bath. The chilled reaction mixture was stirred for 2 hours and was quenched by the dropwise addition of 2,6-di-tert-butylphenol (25.2 mmol) in THF (20 mL). The reaction mixture was warmed to room temperature then concentrated in vacuo. The residue was dissolved in 100 mL of 50% dichloromethane in ether. The mixture was washed twice with brine. The organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography (solvent gradient: ethyl aceteate/hexanes, 2% to 5%) to afford the desired product (2.25 g) as a yellow oil in 54% yield.: 1H NMR (300 Mz, CDCl3) delta 7.38 (d, 4 H, J=7.3), 7.28 (m, 5 H), 7.18 (m, 2 H), 3.93 (m, 2 H), 3.77-3.68 (m, 1 H), 3.60 (s, 3 H), 2.68 (m, 1 H), 2.50 (m, 1 H), 2.14 (m, 1 H), 1.81 (m, 1 H), 1.70-1.52 (m, 4 H), 1.35-1.12 (m, 2 H) 1.27 (d, 3 H, J=7.0); MS m/e 352 (M+H)+.

Statistics shows that Methyl cyclohex-1-enecarboxylate is playing an increasingly important role. we look forward to future research findings about 18448-47-0.

Reference:
Patent; Marcin, Lawrence R.; Higgins, Mendi A.; US2005/113442; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, molecular formula is C8H12O2, 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. HPLC of Formula: C8H12O2

Formation of Methyl-1-methylcyclohex-2-ene-1-carboxylate (66a) (2554) To a cold (0 C.) solution of freshly distilled N-isopropylpropan-2-amine (4.20 mL, 29.96 mmol) in THF (150 mL) under argon was added dropwise nBuLi (12.65 mL of 2.2 M solution, 27.82 mmol). After 15 min the solution was cooled to 78 C. and dry HMPA (4.84 mL, 27.82 mmol) was added. The mixture was stirred for 30 min at 78 C. and methyl cyclohexene-1-carboxylate (3.00 g, 21.40 mmol) was then added. After stirring an additional 10 min, methyl iodide (2.00 mL, 32.10 mmol) was added. The solution was then allowed to warm to 5 C. over 2 h. An aqueous saturated solution of NH4Cl was poured into the orange mixture. After dilution with hexanes and washing with brine, the organic layer was dried over Na2SO4 and carefully evaporated to 3.3 g of generate methyl 1-methylcyclohex-2-ene-1-carboxylate, 66a, which was used without further purification. (2555) 1H NMR (300 MHz, CDCl3) delta 5.77 (dt, J=10.1, 3.5 Hz, 1H), 5.66 (s, 1H), 3.71-3.58 (m, 3H), 2.16 (ddd, J=12.9, 7.0, 3.4 Hz, 1H), 2.03-1.88 (m, 2H), 1.72-1.53 (m, 2H), 1.49-1.37 (m, 1H), 1.32-1.14 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18448-47-0, its application will become more common.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Charifson, Paul S.; Clark, Michael P.; Bandarage, Upul K.; Bethiel, Randy S.; Court, John J.; Deng, Hongbo; Davies, Ioana; Duffy, John P.; Farmer, Luc J.; Gao, Huai; Gu, Wenxin; Jacobs, Dylan H.; Kennedy, Joseph M.; Ledeboer, Mark W.; Ledford, Brian; Maltais, Francois; Perola, Emanuele; Wang, Tiansheng; Wannamaker, M. Woods; Byrn, Randal; Zhou, Yi; Lin, Chao; Jiang, Min; Jones, Steven; Germann, Ursula A.; Salituro, Francesco G.; Kwong, Ann Dak-Yee; (411 pag.)US9345708; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 18448-47-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18448-47-0, name is Methyl cyclohex-1-enecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Cyclohex-l-en-l-ylmethanol To a solution of methyl 1-cyclohexene-l-carboxylate (1.50 mL, 11.0 mmol) in DCM (30 mL) was added diisobutylaluminum hydride (1M solution in toluene; 25 mL, 25 mmol) at -78 C and the mixture was stirred for 1 h. TLC (3:1 hex:EtOAc) showed that the reaction was then complete. The mixture was quenched with methanol (10 mL) and IN NaOH (10 mL) and then was allowed to stir at rt for 2.5 h. The mixture was extracted with DCM (3x). The combined organic layers were washed with brine, dried over MgSCt, filtered and concentrated to give cyclohex-l-en-l-ylmethanol (1.3 g, 100%).

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, Methyl cyclohex-1-enecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 18448-47-0, These common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, 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: 4-Trifluoromethylbenzonitrile oxide (4) was generated as follows: a solution of the corresponding chloroxime (0.25g, 1.12mmol) in dry dichloromethane was passed through an Amberlyst-21 column and added dropwise over 30min to the solution of a dipolarophile in dry dichloromethane, and the solution was stirred overnight at room temperature. Water was added, organic layer was separated and the aqueous one extracted with dichloromethane. The combined organic layers were dried (MgSO4) and the product was purified by flash column chromatography.

Statistics shows that Methyl cyclohex-1-enecarboxylate is playing an increasingly important role. we look forward to future research findings about 18448-47-0.

Reference:
Article; Gucma, Miros?aw; Go??biewski, W. Marek; Michalczyk, Alicja K.; Journal of Molecular Structure; vol. 1060; 1; (2014); p. 223 – 232;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 18448-47-0, name is Methyl cyclohex-1-enecarboxylate, A new synthetic method of this compound is introduced below., 18448-47-0

(4) Take 3.9g of 0.8g potassium carbonate (K2CO3),0.6g palladium on carbon (Pd (OH) 2 / C) and23mL tert-butyl hydroperoxide (TBHP),0 C was sequentially added to 80 mL of dichloromethane (DCM),The temperature was naturally raised to room temperature until the reaction was completed, and the allyl site was oxidized to form a carbonyl group.The reaction solution was then extracted with DCM, and the extract was separated by silica gel column chromatography.It is obtained that when R = H,4.1 g of product were obtained; when R = CH3,4.15 g of product was obtained.The reaction yield was 85%.

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; Shenzhen Elderly Medical Institute; Wu Zhengzhi; Tao Cheng; Liu Jieren; Li Limin; (6 pag.)CN110229064; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics