反应详情

In a mixture of 70 ml of dry toluene and 3.6 ml of triethylamine is dissolved 7.08 g (2×10-2 moles) of tricosanoic acid, and 6.6 g (2.4×10-1 moles) of diphenylphosphorylazide is added dropwise at room temperature. The mixture is stirred at room temperature for 3 hours, concentrated to one-third of its original volume, and refluxed for 1.5 hours. After cooling, 30 ml of pyridine and 7.84 g (7.4×10-2 moles) of 2-methoxy-1,3-propyleneglycol. The mixture is stirred at room temperature overnight and concentrated to dryness under reduced pressure. Water is added to the residue, followed by extraction with chloroform. The chloroform layer is washed with water and dried over sodium sulfate. The solvent is then distilled off and the residue is purified by silica gel (100 g) column chromatography. The chloroform eluate fraction is concentrated to dryness to give 4.3 g (47%) of 3-(N-docosylcarbamoyloxy)-2-methoxy-1-propanol as a colorless powder.

1. additionis added dropwise at room temperature
2. concentrationconcentrated to one-third of its original volume
3. temperaturerefluxed for 1.5 hours
4. temperatureAfter cooling
5. stirringThe mixture is stirred at room temperature overnight
6. concentrationconcentrated to dryness under reduced pressure
7. additionWater is added to the residue
8. extractionfollowed by extraction with chloroform
9. washThe chloroform layer is washed with water
10. dry with materialdried over sodium sulfate
11. distillationThe solvent is then distilled off
12. customthe residue is purified by silica gel (100 g) column chromatography
13. concentrationThe chloroform eluate fraction is concentrated to dryness