反应详情

温度

-78 °C

100 ml of a 1 M solution of boron tribromide in dichloromethane at −78° C. were added dropwise to a solution of 3.7 g of 7-methoxy-2-methyl-2,3-dihydroisoindol-1-one in 50 ml of dichloromethane. The reaction medium was stirred at −78° C. for 1 hour and then left to return to 0° C. for 1 hour. The reaction medium was cooled to −78° C. and then slowly hydrolyzed by adding, dropwise, 20 ml of methanol (temperature below −60° C.). The reaction medium was washed with 30 ml of a 1 M sodium dihydrogen phosphate solution and the aqueous phase was extracted with ethyl acetate (2×50 ml). The organic phases were combined, dried over magnesium sulfate and evaporated. The residue was triturated with diethyl ether. 2.6 g of 7-hydroxy-2-methyl-2,3-dihydroisoindol-1-one were obtained.

1. waitleft
2. waitto return to 0° C. for 1 hour
3. temperatureThe reaction medium was cooled to −78° C.
4. additionslowly hydrolyzed by adding
5. washThe reaction medium was washed with 30 ml of a 1 M sodium dihydrogen phosphate solution
6. extractionthe aqueous phase was extracted with ethyl acetate (2×50 ml)
7. dry with materialdried over magnesium sulfate
8. customevaporated
9. customThe residue was triturated with diethyl ether