反应详情

Bromoacetic acid (10.45 g) was dissolved in methanol (30 ml). To the solution was added an equivalent volume of diphenyl diazomethane in ethyl acetate at 45° C., and the reaction mixture was stirred at the same temperature for an hour. The solution was washed with 5% aqueous sodium bicarbonate and a saturated aqueous sodium chloride, and then dried over magnesium sulfate. The solution was evaporated in vacuo to give an oily product. This oil was dissolved in N,N-dimethylformamide (60 ml). To the solution was added N-hydroxyphthalimide (11.7 g) and triethylamine (15.1 ml), and the reaction mixture was stirred at ambient temperature for an hour. The resultant mixture was poured into a saturated aqueous sodium chloride (500 ml). The precipitates were collected by filtration, washed with water, and then dissolved in methylene chloride (700 ml). The solution was washed with a saturated aqueous sodium chloride, dried over magnesium sulfate, and then evaporated under reduced pressure to give benzhydryl 2-phthalimidooxyacetate (20.4 g), mp 173°-175° C.

1. washThe solution was washed with 5% aqueous sodium bicarbonate
2. dry with materiala saturated aqueous sodium chloride, and then dried over magnesium sulfate
3. customThe solution was evaporated in vacuo
4. customto give an oily product
5. stirringthe reaction mixture was stirred at ambient temperature for an hour
6. filtrationThe precipitates were collected by filtration
7. washwashed with water
8. dissolutiondissolved in methylene chloride (700 ml)
9. washThe solution was washed with a saturated aqueous sodium chloride
10. dry with materialdried over magnesium sulfate
11. customevaporated under reduced pressure