Phosphorus tribromide → 5-Bromo-1-(2-bromoethyl)-1,2-dihydropyridin-2-one
반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:11])[N:6]([CH2:8][CH2:9]O)[CH:7]=1.P(Br)(Br)[Br:13]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:11])[N:6]([CH2:8][CH2:9][Br:13])[CH:7]=1참가 물질
4
반응 조건
- 온도
- 40 °C
실험 절차
To a solution of 5-bromo-1-(2-hydroxyethyl)pyridin-2(1 H)-one (460 mg, 2110 μmol) in CH2Cl2 (5 mL) at 0° C. under nitrogen was added phosphorous tribromide (595 μL, 6329 μmol). A precipitate formed at 0° C. The reaction mixture was heated at 40° C. for 3 days. The mixture was partitioned between CH2Cl2 and 5% NaHCO3 (vigorous gas evolution). The aqueous was extracted with CH2Cl2 (2×10 mL). The combined organics were dried over MgSO4, and concentrated to a white solid. MS (ESI pos. ion) m/z (MH+): 279/281/283. Calc'd exact mass for C7H7Br2NO: 278.
후처리
- customA precipitate formed at 0° C
- customThe mixture was partitioned between CH2Cl2 and 5% NaHCO3 (vigorous gas evolution)
- extractionThe aqueous was extracted with CH2Cl2 (2×10 mL)
- dry with materialThe combined organics were dried over MgSO4
- concentrationconcentrated to a white solid
출처 및 근거
- ORD 기록
- ord-b7108dabcc054546a4fc258ceaa0349d
- 출처 데이터셋
- uspto-grants-2012_11
- 특허 번호
- US08314087B2
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