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1-(4-Bromophenyl)propan-2-one → 1-(4-Bromophenyl)-2-methylpropan-2-ol

HRID 2223054
ノート
印刷プレビュー

反応式

HRID 2223054 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:11])[CH3:10])=[CH:4][CH:3]=1.[CH3:12][Mg]Br>C(OCC)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([CH3:12])([OH:11])[CH3:10])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7363321-(4-Bromophenyl)propan-2-oneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 3167851-(4-Bromophenyl)-2-methylpropan-2-ol収率 84%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of 4-bromophenylacteone (6.85 g, 32 mmol) in diethyl-ether (100 ml) was cooled to 0° C. and treated with methylmagnesium bromide (23.5 ml of a 3M solution in diethyl-ether, 70 mmol). The reaction mixture was allowed to warm gradually to room temperature. After 2 hours the reaction was quenched by addition of saturated aqueous ammonium chloride (200 ml). The organic phase was separated and washed with saturated sodium chloride (100 ml), dried (sodium sulfate) and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with pentane:dichloromethane (60:40 changing to 0:100, by volume) gave the title compound as a colourless oil (6.23 g, 84%).

後処理

  1. customAfter 2 hours the reaction was quenched by addition of saturated aqueous ammonium chloride (200 ml)
  2. customThe organic phase was separated
  3. washwashed with saturated sodium chloride (100 ml)
  4. dry with materialdried (sodium sulfate)
  5. customPurification by flash column chromatography on silica gel eluting with pentane:dichloromethane (60:40 changing to 0:100, by volume)

出典と根拠

ORDレコード
ord-041b0b648ccd4818976879baba8772b3
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07375100B2

反応ノート

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