反应详情

A mixture of 3-hydroxy-2-(7-hydroxyheptyl)cyclopentanecarbaldehyde (4.5 g., 0.02 mole) and hexanoylmethylene triphenylphosphorane (7.5 g., 0.02 mole) in dry tetrahydrofuran (100 ml.) was heated under reflux for 6 hours. The solvent was removed in vacuo and the residue was chromatographed on silica gel. Elution with a 3:2 mixture of petrol (b.p. 40°-60°C.) and ethyl acetate gave 2-(7-hydroxyheptyl)-3-(3-oxo-1-octenyl)cyclopentanol (4 g., 63%), λmax 230 mμ, ε 12,900 (ethanol), νmax 1660 cm-1, 1620 cm-1 (liquid film).

1. temperaturewas heated
2. temperatureunder reflux for 6 hours
3. customThe solvent was removed in vacuo
4. customthe residue was chromatographed on silica gel
5. washElution
6. additionwith a 3:2 mixture of petrol (b.p. 40°-60°C.) and ethyl acetate