反应详情

To a solution of 4-bromo-2-cyclopentyl-5-nitrophenyl methyl carbonate (100 mg, 0.29 mmol) and NiCl2 (49 mg, 0.38 mmol) in methanol (1.0 mL) was added NaBH4 (14 mg, 0.38 mmol) portion-wise at 0° C. The reaction was stirred for 5 min then quenched with NaHCO3 and diluted with ethyl acetate. The reaction mixture was filtered through a pad of Celite and the layers separated. The aqueous layer was re-extracted with ethyl acetate and the combined organic extracts were dried over Na2SO4, filtered and concentrated. Silica gel chromatography (10% ethyl acetate/hexane) provided 5-amino-4-bromo-2-cyclopentylphenyl methyl carbonate (49 mg, 54% yield).

1. customthen quenched with NaHCO3
2. additiondiluted with ethyl acetate
3. filtrationThe reaction mixture was filtered through a pad of Celite
4. customthe layers separated
5. extractionThe aqueous layer was re-extracted with ethyl acetate
6. dry with materialthe combined organic extracts were dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated