反应详情

温度

25 °C

Methyl 4-(1-(benzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-2-bromobenzoate (4.12 g, 9.9 mmol) was added to a solution of LiBH4 (429 mg, 19.8 mmol) in THF/ether/H2O (20/20/1 mL) and was allowed to stir at 25° C. After 16 hours, the reaction was quenched with H2O (10 mL). The reaction mixture was diluted with dichloromethane (25 mL) and was extracted with 1N HCl (30 mL×3) and brine (30 mL). The organic extracts were dried over Na2SO4 and evaporated. The crude product was purified by chromatography on silica gel (eluting with 0-100% ethyl acetate in hexanes) to afford 1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-(hydroxymethyl)phenyl)cyclopropanecarboxamide (2.84 g, 74%); ESI-MS m/z calc. 389.0, found 390.1 (M+1)+; retention time 2.91 minutes.

1. customthe reaction was quenched with H2O (10 mL)
2. additionThe reaction mixture was diluted with dichloromethane (25 mL)
3. extractionwas extracted with 1N HCl (30 mL×3) and brine (30 mL)
4. dry with materialThe organic extracts were dried over Na2SO4
5. customevaporated
6. customThe crude product was purified by chromatography on silica gel (eluting with 0-100% ethyl acetate in hexanes)