Phosphine tribromide → 2-[5-(Bromomethyl)thiophen-2-yl]benzonitrile

HRID 2048606노트

반응식

HRID 2048606 반응식
O[CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])=[CH:5][CH:4]=1.[Br-:16].[Br-].[Br-].P>C1(C)C=CC=CC=1>[Br:16][CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 21862892Phosphine tribromideHCID 670088992-[5-(Hydroxymethyl)thiophen-2-yl]benzonitrile

생성물 1

HCID 670086562-[5-(Bromomethyl)thiophen-2-yl]benzonitrile수율 121.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution (50 mL) of 2-[5-(hydroxymethyl)thiophen-2-yl]benzonitrile (2.60 g) in toluene was added phosphine tribromide (2.60 g) at room temperature, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated, and the residue was dissolved in ethyl acetate. The obtained ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (3.20 g, 95%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe obtained ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate
  4. dry with materialwith saturated brine, and dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5108964e75254b1094b19d8a7fc96c36
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592431B2

반응 노트

불러오는 중…