3-Acetyl-5-bromopyridine → 2-(5-Bromo-3-pyridyl)propan-2-ol

HRID 530011

반응식

HRID 530011 반응식
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[N:9][CH:10]=1>O1CCCC1>[Br:4][C:5]1[CH:6]=[C:7]([C:11]([OH:13])([CH3:1])[CH3:12])[CH:8]=[N:9][CH:10]=1

참가 물질

4

반응물 2

HCID 8204233-Acetyl-5-bromopyridineHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 223919662-(5-Bromo-3-pyridyl)propan-2-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

Methyl magnesium bromide (5.3 mL, 0.075 mol) was added to a stirred solution of 1-(5-bromopyridin-3-yl)ethanone (1.0 g, 0.05 mol) in tetrahydrofuran (20.0 mL), cooled to 0° C. and the resulting mixture was allowed to warm to room temperature and stirred for 1.5 h. The reaction mixture was quenched with 1N hydrochloric acid (20 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were dried over sodium sulphate and concentrated under vacuum to afford the crude compound which was purified by column chromatography to obtain 2-(5-bromopyridin-3-yl)propan-2-ol. MS (M+1): 217.1.

후처리

  1. temperatureto warm to room temperature
  2. customThe reaction mixture was quenched with 1N hydrochloric acid (20 mL)
  3. extractionextracted with ethyl acetate (2×75 mL)
  4. dry with materialThe combined organic layers were dried over sodium sulphate
  5. concentrationconcentrated under vacuum
  6. customto afford the crude compound which
  7. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-78161fb62e904e78b4b4173b12300011
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09351973B2

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