反应详情

A solution of 3.8 g. sodium 4-(n-hexadecylamino)benzoate, 3.7 g. of epichlorohydrin, and 0.7 ml. of water in hexamethylphosphoramide is heated to 90° C. for five hours. An additional 0.7 ml. of water is added, followed by 1 ml. of 1N sulfuric acid. The reaction mixture is cooled after 11/2 hours. After adding dimethoxyethane and benzene, the organic layer is separated and washed with water. The solvent is removed in vacuo to give a white solid which is recrystallized from 15 ml. of acetonitrile to yield 2,3-dihydroxypropyl 4-(n-hexadecylamino)benzoate. If this material contains any of the intermediate 2,3-epoxypropyl 4-(n-hexadecylamino)benzoate, it is removed by chromatography on silica gel.

1. temperatureThe reaction mixture is cooled after 11/2 hours
2. customthe organic layer is separated
3. washwashed with water
4. customThe solvent is removed in vacuo
5. customto give a white solid which
6. customis recrystallized from 15 ml