Bromine → 2-Bromo-1-[3-(2-hydroxyethyl)phenyl]ethanone

HRID 1246546노트

반응식

HRID 1246546 반응식
[Si]([O:8][CH2:9][CH2:10][C:11]1[CH:12]=[C:13]([C:17](=[O:19])[CH3:18])[CH:14]=[CH:15][CH:16]=1)(C(C)(C)C)(C)C.[Br:20]Br.C([O-])(O)=O.[Na+]>O1CCCC1>[Br:20][CH2:18][C:17]([C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([CH2:10][CH2:9][OH:8])[CH:12]=1)=[O:19]

참가 물질

5

반응물 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 692256631-[3-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]ethanone

생성물 1

HCID 219151842-Bromo-1-[3-(2-hydroxyethyl)phenyl]ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

To a solution of 1-[3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]ethanone (755 mg) in tetrahydrofuran (4 ml) was added bromine (168 ml) drop wise at 0° C. The mixture was stirred at 25° C. for 1 h. To the reaction mixture was added aq. saturated NaHCO3, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to give crude of 2-bromo-1-[3-(2-hydroxyethyl)phenyl]ethanone as colorless oil. This compound was used for the next reaction without further purification.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4d9069f56dce411992d0867268c97014
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125901B2

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