反应详情

A mixture of 3-formyl-2-(7-hydroxyheptyl)-5-(2-tetrahydropyranyloxy)cyclopentanol [5.4 g.; prepared as described above in Example 2(e)] and hexanoylmethylene triphenylphosphorane (5.6 g.) in dry tetrahydrofuran (60 ml.) was heated under reflux under nitrogen for 24 hours. The solvent was then removed in vacuo and the resulting residue was chromatographed on silica gel. Elution with diethyl ether gave 2-(7-hydroxyheptyl)-3-(3-oxooct-1-enyl)-5-(2-tetrahydropyranyloxy)cyclopentanol (3.64 g.), νmax 3450 cm-1, 1670 cm-1, 1630 cm-1, 985 cm-1.

1. temperaturewas heated
2. temperatureunder reflux under nitrogen for 24 hours
3. customThe solvent was then removed in vacuo
4. customthe resulting residue was chromatographed on silica gel
5. washElution with diethyl ether