反应详情

To a hot (80° C.) solution of lauric acid (70 g., 0.35 mole), and hydroxypivaldehyde (30.6 g., 0.3 mole) in 120 g. of toluene was added 1.75 g. of p-toluenesulfonic acid monohydrate (0.009 mole). The mixture was then heated at total reflux for 1.5 hrs. and water generated in the reaction mixture was removed by azeotropic distillation. The reaction mixture was cooled, washed with saturated aqueous sodium bicarbonate and brine, then dried over magnesium sulfate, filtered, and evaporated in vacuo. GLC analysis of the product showed that it contained 90% of the desired laurate ester. Fractional distillation of the crude sample gave a product cut, b.p. 180° C./4.0 mm, of 95% purity (GLC, area %). NMR (CDCL3): 9.73 (s, 1H,--CHO), 4.2 (s, 2H, --CO2CH2 --), 2.3 (t, 2H, --CH2CO2 --), 0.9-1.9 (m, 23H, CH2 (CH2)10CH2CO 2 --), and 1.17 (s, 6H, --C(CH2)2.

1. temperatureThe mixture was then heated
2. temperatureat total reflux for 1.5 hrs
3. customwas removed by azeotropic distillation
4. temperatureThe reaction mixture was cooled
5. washwashed with saturated aqueous sodium bicarbonate and brine
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. customevaporated in vacuo
9. distillationFractional distillation of the crude sample
10. customgave a product cut, b.p. 180° C./4.0 mm