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ChemicalBook CAS DataBase List METHYL CYCLOPENTANECARBOXYLATE
4630-80-2

METHYL CYCLOPENTANECARBOXYLATE synthesis

9synthesis methods
-

Yield:4630-80-2 85%

Reaction Conditions:

Stage #1:cyclopentanecarboxylic acid with oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 20; for 7 h;
Stage #2:methanol at 20; for 19 h;

Steps:

Procedure for the preparation of ester 2.8e
To a solution of cyclopentanecarboxylic acid (9.5 mL, 87.6 mmol) in dry CH2Cl2 (100mL) in an oven-dried flask equipped with an anhydrous CaCl2 tube was added oxalylchloride (8.8 mL, 105.1 mmol) dropwise, followed by 2 drops of DMF. After 7 h, theresulting mixture was concentrated in vacuo and the residue was taken up with MeOH(25 mL). After 19 h, the mixture was concentrated in vacuo and the residue was dissolvedin CH2Cl2 (100 mL), then washed with saturated NaHCO3 and brine. The combinedorganic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo.The residue was purified by simple distillation to afford 2.8e (9.5 g, 74.3 mmol, 85 %yield) as a colourless oil.

References:

Lo, Kai-Yip;Ye, Liu;Yang, Dan [Synlett,2017,vol. 28,# 13,p. 1570 - 1575] Location in patent:supporting information

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