反应详情

A solution of 1-(1-ethoxyethoxy)-2-(1-methylethyl)-5,9,13-trimethyl-2,4,8,12-cyclotetradecatetraene-1-carbonitrile (31.8 mg, 0.08 mmol) prepared in Example 1 in methanol (3 ml) is stirred on an ice-water bath and thereto is added a very small amount of paratoluenesulfonic acid. After stirring the mixture at this temperature for 1 hour, a saturated aqueous sodium chloride solution (3 ml) is added and the mixture is extracted with ether (10 ml×2). The solvent is removed by distillation under reduced pressure and the resulting residue is purified by silica gel column chromatography (n-hexane/ethyl acetate =7:1) to give 2-(1-methylethyl)-5,9,13-trimethyl-2,4,8,12-cyclotetradecatetraene-1-carbonitrile (13.7 mg, 60%).

1. additionis added a very small amount of paratoluenesulfonic acid
2. extractionthe mixture is extracted with ether (10 ml×2)
3. customThe solvent is removed by distillation under reduced pressure
4. customthe resulting residue is purified by silica gel column chromatography (n-hexane/ethyl acetate =7:1)