Diethyl Ether → 1-(4-Bromophenyl)-1-cyclohexylethanol

HRID 535318ノート

反応式

HRID 535318 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.C[Mg+].[Br-].[CH2:19](OCC)C>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)([OH:9])[CH3:19])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 24261645(4-Bromophenyl)(cyclohexyl)methanoneHCID 178418689HCID 178418689、化合物

生成物 1

HCID 438101371-(4-Bromophenyl)-1-cyclohexylethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (4-bromophenyl)(cyclohexyl)methanone (step 63.2) (3.1 g, 11.60 mmol) in THF (30 ml) was immersed in an ice-bath, followed by dropwise addition of MeMgBr (3M) in diethylether (7.74 ml, 23.21 mmol). The yellow reaction solution was stirred in the ice-bath for 1.5 hrs. The reaction mixture was quenched carefully with saturated aqueous NH4Cl solution and taken up in ethyl acetate. The organic phase was separated and washed with brine. The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound as yellow oil.

後処理

  1. customThe reaction mixture was quenched carefully with saturated aqueous NH4Cl solution
  2. customThe organic phase was separated
  3. washwashed with brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-eb9ebaf0961e478695cf3fbd5eae330d
出典データセット
uspto-grants-2014_10
特許番号
US08859535B2

反応ノート

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