3-Nonyltetrahydrofuran from the reduction of alkenes with lithium and ethanol in ammonia

Abstract

3-Nonylidenetetrahydrofuran is readily reduced with lithium and ethanol in ammonia to yield mainly 3-nonyltetrahydrofuran together with 3-methyldodecan-1-ol. The reductions of a mixture of 4-nonyl-4,5-dihydrofuran and 3-nonyl-2,Sdihydrofuran and of a mixture of 3-nonyl-4,Sdihydrofuran, 3-nonyl-2,5-dihydrofuran and 3-nonylidenetetrahydrofuran are also reported.