Tetrahydrofuran → HCID 178448057, compound

Participants

Reaction Steps

A mixture of 4.5 g of trans-4-(trans-4-propylcyclohexyl)cyclohexanecarboxaldehyde, 5 g of ethyl diethylphosphonoacetate (C2H5O)2PCH2COOC2H5, 1.9 g of potassium hydroxide and 100 ml of tetrahydrofuran was stirred for 15 minutes and then treated with 500 ml of water and subsequently extracted three times with 100 ml of diethyl ether each time. The combined organic phases were washed twice with 500 ml of water each time, dried over magnesium sulphate, filtered and subsequently concentrated. The residue was purified by chromatography on silica gel with toluene. Recrystallization from acetone gave 1.8 g of pure (E)-3-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]acrylic acid ethyl ester with m.p. (C-N) 33° C. and cl.p. (N-I) 76° C..

Provenance & Evidence