反应详情

NBS (2.3 g, 12.96) was added to a cold (−8° C. to −10° C.) solution of 7-amino-2-methyl-2,3-dihydro-1H-isoindol-1-one (2 g, 12.4 mmol) in DCM (40 mL) and the mixture stirred at −8° C. to −10° C. for 1 h. A solution of 10% aq. sodium thiosulfate (30 mL) was then added to the reaction mixture and stirring was continued for another 20 minutes. The layers were separated and the aqueous layer was extracted with DCM (2×20 mL). The combined organic extracts were washed with water (3×40 mL) and brine (30 mL), and the organic layer was dried (Na2SO4) and concentrated in vacuo to yield 3.2 g of crude product. This material was triturated with ethyl acetate (10 mL) to give 2.2 g of pure 7-amino-4-bromo-2-methyl-2,3-dihydro-1H-isoindol-1-one (XXXIX, yield: 74%).

1. stirringstirring
2. waitwas continued for another 20 minutes
3. customThe layers were separated
4. extractionthe aqueous layer was extracted with DCM (2×20 mL)
5. washThe combined organic extracts were washed with water (3×40 mL) and brine (30 mL)
6. dry with materialthe organic layer was dried (Na2SO4)
7. concentrationconcentrated in vacuo
8. customto yield 3.2 g of crude product
9. customThis material was triturated with ethyl acetate (10 mL)