N-bromobutanimide → Ethyl 2-bromo-2-(pyridin-4-yl)propanoate

HRID 46098노트

반응식

HRID 46098 반응식
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:3][CH:2]=1.[Br:14]N1C(=O)CCC1=O>CC#N.CCOCC.C([O-])([O-])=O.[Na+].[Na+]>[Br:14][C:7]([C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9]

참가 물질

6

반응물 2

HCID 67184N-bromobutanimideHCID 11651240Ethyl 2-(pyridin-4-yl)propanoate

생성물 1

HCID 58930190Ethyl 2-bromo-2-(pyridin-4-yl)propanoate

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매HCID 10340Sodium Carbonate용매

실험 절차

The above compounds were prepared according to the procedure reported in the literature: see D. Yang, J. Org. Chem. 2002, 67, 7429. MS: 258, 260 (M+1). To a solution of ethyl 2-(pyridin-4-yl)propanoate (5.3 g, 30 mmol), Mg(ClO4)2 (Aldrich, 2.0 g, 9.0 mmol) in CH3CN (60 mL) was added N-bromosuccinimide (Aldrich, 5.9 g, 33 mmol) at room temperature. After 2 h, the reaction mixture was diluted with ether (200 mL), and 10% Na2CO3. The organic phase was separated, dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography. Mass Spec. m/z+ion 258, 260 (M+1).

후처리

  1. customThe above compounds were prepared
  2. customThe organic phase was separated
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-db7576fa46da4260a610fe041ea2cf0f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541592B2

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