反应详情

温度

-50 °C

A solution of 5.0 g of 3,7,11,15-tetramethyl-2-hexadecenoic acid and 4.3 g of 4-(N,N-dimethylamino)pyridine dissolved in 50 ml of methylene chloride was cooled to -50° C. Thereinto was dropped 1.8 g of methanesulfonyl chloride. After the completion of the dropping, the resulting mixture was stirred at the same temperature for 1 hour. Thereinto was dropped 3.2 g of 2,2-dimethyl-1,3-dioxolane-4-methanol at the same temperature. After the completion of the dropping, the temperature of the reaction mixture was elevated to room temperature in 6 hours. After the completion of the reaction, the reaction mixture was washed with 1N hydrochloric acid, 3% aqueous sodium hydrogencarbonate solution and water in this order, and the solvent was removed by distillation under reduced pressure. The residue obtained was dissolved in 50 ml of acetonitrile. To the resulting solution was added 5 ml of 2N hydrochloric acid. The resulting mixture was stirred for 5 hours at room temperature. The reaction mixture was neutralized with triethylamine, and then concentrated under reduced pressure. The residue obtained was dissolved in 20 ml of ethyl acetate. The resulting solution was washed with 1N hydrochloric acid, 3% asqueous sodium hydrogencarbonate solution and water in this order and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The redsidue obtianed was purified by a column chromatography (eluant: benzene) to obtain 6.0 g (yield: 96.7%) of oily glyceryl 3,7,11,15-tetramethyl-2-hexadecenoate.

1. waitAfter the completion of the dropping, the temperature of the reaction mixture was elevated to room temperature in 6 hours
2. customAfter the completion of the reaction
3. washthe reaction mixture was washed with 1N hydrochloric acid, 3% aqueous sodium hydrogencarbonate solution and water in this order
4. customthe solvent was removed by distillation under reduced pressure
5. customThe residue obtained
6. stirringThe resulting mixture was stirred for 5 hours at room temperature
7. concentrationconcentrated under reduced pressure
8. customThe residue obtained
9. washThe resulting solution was washed with 1N hydrochloric acid, 3% asqueous sodium hydrogencarbonate solution and water in this order
10. dry with materialdried over anhydrous magnesium sulfate
11. customThe solvent was removed by distillation under reduced pressure
12. customThe redsidue obtianed was purified by a column chromatography (eluant: benzene)