反应详情

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..

1. extractionsubsequently extracted three times with 100 ml of diethyl ether each time
2. washThe combined organic phases were washed twice with 500 ml of water each time
3. dry with materialdried over magnesium sulphate
4. filtrationfiltered
5. concentrationsubsequently concentrated
6. customThe residue was purified by chromatography on silica gel with toluene
7. customRecrystallization from acetone