Category: 1731-79-9

Application of 1731-79-9, These common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, 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.

To a cooled (0 C) solution of LiAlH4 (1.73 g, 45.6 mmol) in THF (280 mL) was added a solution ofdimethyl dodecanedioate (4.35 g, 15.2 mmol) in THF (20 mL) dropwise, and the resulting solution wasstirred at 0 C for 3 h. Then, the reaction mixture was quenched with MeOH and 1 M HCl. The organic layer wasseparated and the aqueous layer was extracted with diethyl ether three times. The combined organic layer was washedwith water and brine, and dried over sodium sulfate. After evaporation of the solvent, the product was obtained(3.22 g, 92%) in high purity, which was then used in the next step without further purification.1H-NMR (500 MHz, CDCl3): delta3.64 (t, J =7.5 Hz, 4H, 1-H, 14-H), 1.57 (m, 4H, 2-H, 13-H), 1.35-1.26(20H, 3-H to 12-H)13C-NMR (125 MHz, CDCl3): delta63.1 (C1, C14), 32.8 (C2, C13), 29.6, 29.6, 29.5, 29.4 (C4 to C11), 25.7(C3, C12)HR-MS (ESI-TOF): m/z calcd for C14H30O2Na [M+Na]+ 253.2138, found 253.2137IR (film): 3409, 3347, 2923, 2854 cm

The synthetic route of 1731-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tonoi, Takayuki; Kawahara, Ryo; Yoshinaga, Yutaka; Inohana, Takehiko; Fujimori, Keiko; Shiina, Isamu; Tetrahedron Letters; vol. 56; 11; (2015); p. 1356 – 1359;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1731-79-9, These common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, 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.

To a cooled (0 C) solution of LiAlH4 (1.73 g, 45.6 mmol) in THF (280 mL) was added a solution ofdimethyl dodecanedioate (4.35 g, 15.2 mmol) in THF (20 mL) dropwise, and the resulting solution wasstirred at 0 C for 3 h. Then, the reaction mixture was quenched with MeOH and 1 M HCl. The organic layer wasseparated and the aqueous layer was extracted with diethyl ether three times. The combined organic layer was washedwith water and brine, and dried over sodium sulfate. After evaporation of the solvent, the product was obtained(3.22 g, 92%) in high purity, which was then used in the next step without further purification.1H-NMR (500 MHz, CDCl3): delta3.64 (t, J =7.5 Hz, 4H, 1-H, 14-H), 1.57 (m, 4H, 2-H, 13-H), 1.35-1.26(20H, 3-H to 12-H)13C-NMR (125 MHz, CDCl3): delta63.1 (C1, C14), 32.8 (C2, C13), 29.6, 29.6, 29.5, 29.4 (C4 to C11), 25.7(C3, C12)HR-MS (ESI-TOF): m/z calcd for C14H30O2Na [M+Na]+ 253.2138, found 253.2137IR (film): 3409, 3347, 2923, 2854 cm

The synthetic route of 1731-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tonoi, Takayuki; Kawahara, Ryo; Yoshinaga, Yutaka; Inohana, Takehiko; Fujimori, Keiko; Shiina, Isamu; Tetrahedron Letters; vol. 56; 11; (2015); p. 1356 – 1359;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 1731-79-9,Some common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, molecular formula is C14H26O4, 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: Into a reaction flask dicarboxylic acid dimethyl ester and fatty alcohol or cholesterol were added at the ratio of 1:2, respectively. After addition of the ionic liquid catalyst (2.5 mmol %) the resulting mixture was heated with stirring at 110 C for 16 h. At the end of this, the flask was cooled to room temperature and the resulting solid reaction mixture was crystallized from THF/MeOH to afford pure crystalline product.

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

Reference:
Article; Yildirim, Ayhan; Kiraylar, Kaan; Turkish Journal of Chemistry; vol. 43; 3; (2019); p. 802 – 808;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1731-79-9, 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. 1731-79-9, name is Dimethyl dodecanedioate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8 A condensation solution in an amount of 113.2 g (confirmed by quantitative analysis, after acidification of a part, that the solution contains 25.65 g of the condensation product and 80.84 g of the unreacted ester) prepared from dimethyl 1,12-dodecanedioate (105.00 g, 406.4 mmol), gamma-butyrolactone (8.75 g, 101.6 mmol), and a 28-wt % sodium methoxide in methanol solution (19.60 g, 101.6 mmol) was heated to 50 C. while being stirred. Into the solution, 550 g of n-hexane was added and was stirred while being cooled to 20 C. to form a suspension. The suspension was separated into a precipitate and a supernatant liquid using a pressure filter. The filtration residue was thoroughly washed with n-hexane. The resulting filtration residue in an amount of 35.55 g was poured into 49.8 g (50.8 mmol) of an aqueous 10% phosphoric acid solution. Further, water (350 g) and 1,4-dioxane (250 g) were added, and the mixture was allowed to react for 5 hours at 100 C. The solution was separated into two layers. The organic layer was separated and the aqueous layer was extracted with toluene. The organic layer was mixed with the toluene extract and washed with water, and then the solvent was removed by distillation. As a result, 26.6 g of a crystal product was obtained. After isolation and purification, the crystal product was identified as methyl 15-hydroxy-12-keto-pentadecanoate corresponding to the compound represented by the general formula (7). 1H-NMR (600 MHz, TMS, CDCl3) 1.28 (12H, m, CH2-4~9), 1.57 (2H, tt, J=7.3, 7.2, CH2-10), 1.61 (2H, tt, J=7.3, 7.0, CH2-3), 1.84 (2H, tt, J=6.7, 6.3, CH2-14), 2.30 (2H, t, J=7.5, CH2-2), 2.43 (2H, t, J=7.5, CH2-11), 2.56 (2H, t, J=6.9, CH2-13), 3.65 (2H, t, J=6.1, CH2-15), 3.67 (3H, s, CH3). 13C-NMR (150 MHz, CDCl3) 23.86 (CH2-10), 24.92 (CH2-3), 26.50 (CH2-14), 29.09~29.36 (CH2-4~9), 34.08 (CH2-2), 39.48 (CH2-13), 42.92 (CH2-11), 51.40 (CH3), 62.33 (CH2-OH), 174.30 (C(=O)O), 211.76 (C=O).

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, Dimethyl dodecanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soda Aromatic Co., Ltd.; US6291688; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1731-79-9, A common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, molecular formula is C14H26O4, 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.

EXAMPLE 4 [00088] The following Example describes the transesterification of dimethyl dodecanedioate using p-toluenesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Exxal 13 and 50 mole % 1H, 1H, 5H-octafluoro-1-pentanol. [00089] A mixture of 51.68 g dimethyl dodecanedioate (0.2 mole), 41.58 g Exxal 13 (0.21 mole), 48.73 g 1H, 1H, 5H-octafluoro-1-pentanol (0.21 mole), and 0.38 g p-toluenesulfonic acid was heated, and methanol distilled off. When the reaction temperature reached 198 C., GC analysis showed the dimethyl dodecanedioate to be essentially gone, indicating that the reaction had gone nearly to completion. After cooling, the product was washed with brine, 1% aqueous NaOH, and water, then treated with basic alumina and filtered. The final acid number was 0.1 mg KOH/g. [00090] The same basic procedure was used to prepare other diesters, listed in Table 6. The non-fluorinated alcohol was Exxal 13 in all cases.[TABLE-US-00007] TABLE 6 DDDA diesters prepared according to Example 4. Mole fractionAcid PartiallypartiallynumberWt % FWt % FPrepara-Fluorinatedfluorinated(mg(elemental(bytionalcoholalcoholKOH/g)analysis)NMR) 30Telomer0.025 1.121.24 alcohol-L311H, 1H, 5H-0.50.1 octafluoro-1- pentanol321H, 1H, 2H,0.50.1 2H-perfluoro- 1-octanol331H, 1H0.50.1 heptafluoro- 1-butanol341H, 1H-0.50.1 perfluoro-1- octanol35Telomer0.0252 alcohol36Telomer0.0250.521.451.63 alcohol

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; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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. 1731-79-9, name is Dimethyl dodecanedioate, A new synthetic method of this compound is introduced below., SDS of cas: 1731-79-9

1,12-dodecanedioic acid dimethyl ester (1000.0g, 3.87 mols) was put into a reactor, heated and stirred under a reduced pressure of 80kPa at 105C. Methanol was distilled off while the mixture of gamma-butyrolactone (83.3g, 0.97 mol) and 28% by weight of sodium methoxide solution in methanol (186.7g, 0.97 mols) prepared at the room temperature was dropped into the heated 1,12-dodecanedioic acid dimethyl ester in 30 minutes. After continuing the reaction for 30 minutes then, the pressure was reduced to 26.7 kPa to further continue the reaction for 240 minutes. Next, after returning to ordinary pressure, the reactant was cooled to 70C and, while being stirred, methyliodide (137.7g, 101.6 mols) was dropped into it in 30 minutes. N-hexane (700g) and, next, water (3009) were poured into it. After removing the water layer, it was washed with aqueous solution of 10% sodium hydroxide (150g: twice) and water (200.0g: twice). N-hexane was distilled off under a reduced pressure. The remained oily substance was subjected to a distillation under a reduced pressure (oil bath temperature 200C/60 to 130Pa) and excessive 1,12-dodecanedioic acid dimethyl ester was distilled off. 762.9g of a distilled substance and 264.2g of a distillation residue were obtained. As a result of an analysis of the distillation residue by gas chromatography, it was found that 80.7% by weight of the compound indicated by the general formula (2) (n = 10, R = Me) was contained. This was mixed with aqueous solution of 10% sodium hydroxide (675g) and heated/refluxed for 5.5 hours. After diethylene glycol (230g) and 60% hydrazine monohydrate (124g) were added to the reaction liquid and stirred for one hour at 110C, the temperature of the reaction system was elevated to 170 to 200C while removing water, and after aqueous solution of 30% sodium hydroxide (100g) was dropped into it in 4 hours, it was stirred for 6 hours at that temperature. While pouring water (930g) into it, it was cooled, and with addition of diluted sulfuric acid it was extracted with toluene. After the organic layer was washed with water, the solvent was removed under a reduced pressure, and 254g of a crystalline residue containing 13-methyl-15-hydroxypentadecanoic acid (n = 10) as the main component was obtained. This was cyclized by intramolecular ester interchange reaction to thereby obtain 80.7g of a cyclic compound. This contained 98.9% by weight of 13-methyl-15-pentadecanolide. The yield was 32 mol%/butyrolactone. 1H-NMR(CDCl3,400MHz) 4.16(2H)m; 2.32(2H)m; 0.90(3H)d J=6.4Hz 13C-NMR(CDCl3) 173.89; 61.86; 35.31; 34.49; 34.20; 30.82; 27.68; 27.25; 26.57; 26.42; 26.26; 26.10; 25.87; 24.89; 24.52; 19.51 IR(film) 2930; 2860; 1740; 1460; 1350; 1245; 1173; 1115 MS 254(5); 236(9); 225(11); 207(21); 111(16); 97(35); 83(42); 70(100); 55(68); 41 (40)

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; SODA AROMATIC COMPANY, LIMITED; EP1741706; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics