Methyl linoleate → Linoleyl alcohol

Participants

Reaction Conditions

Reaction Steps

A solution of 20.0 g of methyl linoleate in 20 ml of diethyl ether was added to a suspension of 1.8 g of lithium aluminum hydride in 150 ml of diethyl ether at approximately 0° C. under an argon atmosphere. The mixture was stirred for approximately 2 hours at 0° C. The reaction was quenched by the slow addition of 1.8 ml of water, followed by 1.8 ml of 15% sodium hydroxide and 5.4 ml of water. The mixture was filtered and the filtrate was evaporated to dryness. The resulting oil was dissolved in diethyl ether, washed with water, dried over magnesium sulfate, filtered, and evaporated to provide 17.7 g of linoleyl alcohol.

Provenance & Evidence