4-(4-Bromo-3,5-dimethylphenyl)butan-2-one → 4-(4-Bromo-3,5-dimethylphenyl)-2-methylbutan-2-ol

HRID 237537ノート

反応式

HRID 237537 の反応式
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH2:9][CH2:10][C:11](=[O:13])[CH3:12])=[CH:4][C:3]=1[CH3:14].[CH3:15][Mg]Br>O1CCCC1.O1CCCC1.C1(C)C=CC=CC=1>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH2:9][CH2:10][C:11]([CH3:15])([OH:13])[CH3:12])=[CH:4][C:3]=1[CH3:14]

参加物

5

反応物 2

HCID 866971994-(4-Bromo-3,5-dimethylphenyl)butan-2-oneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 866972004-(4-Bromo-3,5-dimethylphenyl)-2-methylbutan-2-ol

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 22635083Tetrahydrofuran toluene溶媒

実験手順

To a solution of 4-(4-bromo-3,5-dimethylphenyl)butan-2-one (100 mg) in tetrahydrofurane (2 mL) is added at 0° C. methylmagnesium bromide (840 μL of a 1.4 M solution in tetrahydrofurane/toluene 1:3). The mixture is stirred for 2 hours while warming to room temperature and then partitioned between saturated aqueous NH4Cl solution and diethylether. The organic phase is dried (MgSO4) and concentrated to give the title compound. Yield: 105 mg; LC (method 8): tR=0.47 min; Mass spectrum (ESI+): m/z=271 [M+H]+.

後処理

  1. custompartitioned between saturated aqueous NH4Cl solution and diethylether
  2. dry with materialThe organic phase is dried (MgSO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-a0564b10aa0c429bbf5205f2791e2313
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

反応ノート

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