反应详情

2-Hydroxypropanol (4.57 g) was dissolved in toluene (80 ml) by stirring and triethylamine (6.68 g) was dropped thereinto at 0° C. After stirring at the same temperature for 30 minutes, a solution of p-nitrobenzoyl chloride (11.4 g) dissolved in toluene (12 ml) was slowly added thereto. The resultant mixture was heated to room temperature and stirred for 2 hours. Next, dichloromethane (50 ml) was added and the crystals thus precipitated were dissolved. The solution was washed with an dilute aqueous solution of sodium hydrogencarbonate (100 ml) and then with an aqueous solution of hydrochloric acid (0.5 mol/l). The organic layer thus obtained was concentrated and the residue was dissolved in toluene (45 ml) by heating. Then it was cooled by allowed to stand at room temperature for crystallization. The crystals thus precipitated were collected by filtration and dried under reduced pressure to give 6.90 g (51%) of the title compound as yellow crystals.

1. customat 0° C
2. stirringAfter stirring at the same temperature for 30 minutes
3. additionwas slowly added
4. stirringstirred for 2 hours
5. customthe crystals thus precipitated
6. dissolutionwere dissolved
7. washThe solution was washed with an dilute aqueous solution of sodium hydrogencarbonate (100 ml)
8. customThe organic layer thus obtained
9. concentrationwas concentrated
10. dissolutionthe residue was dissolved in toluene (45 ml)
11. temperatureby heating
12. temperatureThen it was cooled
13. customto stand at room temperature for crystallization
14. customThe crystals thus precipitated
15. filtrationwere collected by filtration
16. customdried under reduced pressure