反应详情

A 690 mg quantity of 5-tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(2-pentynyl)-2-cyclopentenone (compound (10)) is dissolved in a mixture of 5 ml of n-hexane and 5 ml of acetone and reduced at room temperature and atmospheric pressure with addition of 3.2 g of a Lindlar catalyst. The catalyst is filtered off from the reaction mixture, and the solvent distilled off. The residue is purified by a silica gel column and distilled in a vacuum, giving 5-tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone (compound (2), R1 =t-Bu, R2 =CH3) in a yield of 99.8%, b.p. 81°-84° C./0.005 mm Hg.

1. customreduced at room temperature
2. filtrationThe catalyst is filtered off from the reaction mixture
3. distillationthe solvent distilled off
4. customThe residue is purified by a silica gel column
5. distillationdistilled in a vacuum