Water → 4-Tert-butyl-3-fluoroaniline
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[BH4-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=1[F:16])([CH3:6])([CH3:5])[CH3:4].O>CO>[C:3]([C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[F:16])([CH3:6])([CH3:4])[CH3:5]참가 물질
5
실험 절차
NaBH4 (289 mg, 7.6 mmol) was added to a solution of 1-tert-butyl-2-fluoro-4-nitrobenzene (750 mg, 3.8 mmol) and NiCl2.6H2O (2.6 g, 11.4 mmol) in MeOH (15 mL) at −15° C. After addition, the mixture was stirred for 2 minutes and water was added to quench the reaction. The mixture was extracted with ethyl acetate (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and evaporated in vacuo to afford 4-tert-butyl-3-fluoroaniline (470 mg, 74%). 1H NMR (400 MHz, CDCl3) δ 7.08-7.02 (m, 1H), 6.42-6.34 (m, 2H), 1.32 (s, 9H). MS (ESI) m/z: 168.2 [M+H]+.
후처리
- additionAfter addition
- customto quench
- customthe reaction
- extractionThe mixture was extracted with ethyl acetate (50 mL×3)
- dry with materialThe combined organic layers were dried over anhydrous Na2SO4
- customevaporated in vacuo
출처 및 근거
- ORD 기록
- ord-ba5461ea9d4c4eceb9a2d975d31abc81
- 출처 데이터셋
- uspto-grants-2014_01
- 특허 번호
- US08633189B2
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