ChemicalBook CAS DataBase List TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER

TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER synthesis

9synthesis methods

Product Name:TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER
CAS Number:15177-67-0
Molecular formula:C9H14O4
Molecular Weight:186.21

94-60-0 Synthesis

94-60-0
217 suppliers
$6.00/10g

TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER

15177-67-0
226 suppliers
$6.00/1g

Yield:15177-67-0 71.32%

Reaction Conditions:

Stage #1:dimethyl 1,4-cyclohexane dicarboxylate with pyridine in methanol at 40; for 2 h;
Stage #2: with potassium hydroxide in methanol at 20; for 3 h;Reagent/catalyst;Temperature;

Steps:

3.1; 3.2; 3.3 A preparation method of trans-1,4-cyclohexanedicarboxylic acid monomethyl ester specifically comprises the following steps:
(1) Isomerization reaction: 0.5 mol, 100.1 g of a compound (I-b) having a trans/cis isomer ratio of 3/7 to 5/5 in a 200 g methanol solution system at a temperature of 40 ° C,After the isomerization reaction under the catalytic condition of 15 g of pyridine for 2 h, a methanol solution of the compound (II-b) having a trans/cis isomer ratio of 9/1 was obtained; (2) Monoester hydrolysis reaction: a methanol solution of the compound (II-b) having a trans/cis isomer ratio of 9/1 in step (1) is cooled to room temperature, and 150 g of potassium hydroxide is added.The hydrolysis temperature is 20 ° C, the reaction time is 3 h, and a water-soluble carboxylate of trans-1,4-cyclohexanedicarboxylic acid monomethyl ester is obtained;(3) Acidification and post-treatment: 200 g of water and 100 g of toluene are added to the reaction system obtained in the step (2), and the organic phase is removed by extraction and layering.The aqueous phase was adjusted to pH 1-2 with concentrated hydrochloric acid, and the temperature was lowered to 0-5 ° C. The mixture was filtered and dried under reduced pressure at 50 ° C to give a white solid powder compound (III) 66.4 g.The yield was 71.32%, and the purity of the compound (III) was determined by gas chromatography to be 98.9%.

References:

He Xia Chemical (Taicang) Co., Ltd.;Bang Tianshenyi;Bang Tianzhizi;Wei Wenjun;Shi Xinghui;Tang Chengjian;Wang Zhengguo CN108129307, 2018, A Location in patent:Paragraph 0027-0041

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3399-22-2 Synthesis