4-Bromobenzaldehyde → 1-(4-Bromophenyl)hexan-1-ol

HRID 606543

반응식

HRID 606543 반응식
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH3:5].[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=1>CCOCC>[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]([OH:14])[CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 707414-BromobenzaldehydeHCID 178445865HCID 178445865, 화합물

생성물 1

HCID 126030861-(4-Bromophenyl)hexan-1-ol수율 63%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

n-Pentylmagnesium bromide (12.1 mL of a 2.0 M solution in Et2O, 24.0 mmol) was added to a solution of 4-bromobenzaldehyde 5 (4.0 g, 22.0 mmol) at −78° C. The reaction was then warmed to room temperature for 0.5 h and quenched with saturated aqueous NH4Cl. The mixture was extracted with EtOAc and the organic portion was washed with brine, dried (MgSO4), filtered and concentrated in vacuo. FCC (silica gel, 9:1 hex/EtOAc) gave 3.6 g (63%) of the alcohol 6 as a clear, colorless oil.

후처리

  1. customquenched with saturated aqueous NH4Cl
  2. extractionThe mixture was extracted with EtOAc
  3. washthe organic portion was washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ab7ddb1f963c451dbd59b9c1bb2cd033
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915316B2

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