Chloride → HCID 18950146, compound

Participants

Reaction Steps

Thionyl chloride (25 ml) was added to 10 mmols of p-acetoxybenzoic acid, and the mixture was refluxed for 5 hours. Excess thionyl chloride was then completely removed. Thirty milliliters of toluene were added to the obtained chloride, and 7.1 mmols of R-(-)-2-hexanol and 3 ml of pyridine were added dropwise, followed by conducting the reaction overnight at room temperature. After the reaction, 50 ml of dichloromethane was added, and the organic layer was washed with a hydrochloric acid aqueous solution, a sodium hydroxide aqueous solution and water in this sequence. Subsequently, the organic layer was dried over anhydrous sodium sulfate, and the solvent was removed. The obtained composition was purified by silica gel column chromatography to obtain 1-methylpentyl p-acetoxybenzoate in a yield of 87%.

Provenance & Evidence