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

HRID 535318노트

반응식

HRID 535318 반응식
[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

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 24261645(4-Bromophenyl)(cyclohexyl)methanoneHCID 178418689HCID 178418689, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eb9ebaf0961e478695cf3fbd5eae330d
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859535B2

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