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

HRID 2117959ノート

反応式

HRID 2117959 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90322cb1753840aaa3f51e6e98ad436b
出典データセット
uspto-grants-2008_10
特許番号
US07442715B2

反応ノート

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