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ChemicalBook CAS DataBase List Methyl decanoate
110-42-9

Methyl decanoate synthesis

11synthesis methods
Methyl decanoate is prepared by esterification of capric acid with methanol or alcoholysis of coconut oil, purified by fractional vacuum distillation.
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Yield:110-42-9 97%

Reaction Conditions:

with sulfuric acid;acetonitrile at 80 - 85; for 16 - 18 h;

Steps:

Procedure for ester (Table 2, entry 1-12 ):

General procedure: To a well-stirred mixture of acid (80 mmol), alcohol (90 mmol), acetonitrile (162 mmol) and sulfuric acid (98%, 94 mmol, 5 mL) was added at room temperature. Slowly heated to 80-85 °C and maintained between 80-85°C for16-18 h. The reaction mixture was cooled and added to 20% sodium carbonate solution (100mL). The reaction mass was extracted in CH2Cl2 (50 mL × 2). The combined organic layer was washed with water (100 mL), dried over sodium sufate, and concentrated under reduced pressure to obtain corresponding ester (97-99%) as the only product. Most example gave NMR pure product. Where minor impurities are formed, the product was purified over silica gel using ethyl acetate: petroleum ether (1:9).

References:

Dawar, Pankaj;Raju, M. Bagavan;Ramakrishna, Ramesha Andagar [Synthetic Communications,2014,vol. 44,# 6,p. 836 - 846] Location in patent:supporting information

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