Pyridine → 1-(3-Bromo-1-propyn-1-yl)-3-fluorobenzene

HRID 889002노트

반응식

HRID 889002 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH2:10]O)[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[Br:18]P(Br)Br>C(OCC)C>[Br:18][CH2:10][C:9]#[C:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 24614Phosphorus tribromideHCID 27826973-(3-fluorophenyl)prop-2-yn-1-ol

생성물 1

HCID 574296571-(3-Bromo-1-propyn-1-yl)-3-fluorobenzene수율 126%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
-2.5 °C

실험 절차

3-(3-Fluoro-phenyl)-prop-2-yn-1-ol (0.750 g, 0.005 mol) was taken in diethyl ether (10 ml) containing catalytic amount of pyridine (0.05 ml). The reaction mixture was then cooled to −5-0° C. Tribromo phosphine (0.26 ml, 0.003 mol) was added slowly at −5-0° C. and stirred at the same temperature for 3 hrs. The reaction mixture was quenched with saturated NaHCO3 solution and extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over Na2SO4, and evaporated under vacuum to get 1-(3-bromo-prop-1-ynyl)-3-fluoro benzene (0.805 gm, 76%).

후처리

  1. customThe reaction mixture was quenched with saturated NaHCO3 solution
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine solution
  4. dry with materialdried over Na2SO4
  5. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-7cb7531f5cea427e912f4b95c07764cd
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252797B2

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