1-(3-Bromophenyl)propan-2-one → 1-(3-Bromophenyl)-2-methylpropan-2-ol

HRID 490843ノート

反応式

HRID 490843 の反応式
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12](=[O:14])[CH3:13])[CH:8]=[CH:9][CH:10]=1>C(OCC)C>[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([CH3:1])([OH:14])[CH3:13])[CH:8]=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 27340931-(3-Bromophenyl)propan-2-oneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 230877121-(3-Bromophenyl)-2-methylpropan-2-ol収率 82.7%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

Methylmagnesium bromide (3M solution in diethylether, 51.6 ml, 155 mmol) was slowly added to a solution of 1-(3-bromo-phenyl)propan-2-one (15.0 g, 70 mmol) in dry diethylether (200 ml) at 0° C. The resulting mixture was left for 3 hours, then cooled to 0° C. and slowly quenched with saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried (sodium sulfate). The yellow oil was then purified by column chromatography on silica gel eluting with dichloromethane:pentane:methanol (90:5:5 by volume to afford a pale yellow oil (13.26 g).

後処理

  1. customslowly quenched with saturated aqueous ammonium chloride solution
  2. washThe organic phase was washed with brine
  3. dry with materialdried (sodium sulfate)
  4. customThe yellow oil was then purified by column chromatography on silica gel eluting with dichloromethane:pentane:methanol (90:5:5 by volume

出典と根拠

ORDレコード
ord-bfb7c11c30c244af9a918f7fd39a0dcb
出典データセット
uspto-grants-2009_05
特許番号
US07528170B2

反応ノート

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