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

HRID 606543

反応式

HRID 606543 の反応式
[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

参加物

4

反応物 2

HCID 707414-BromobenzaldehydeHCID 178445865HCID 178445865、化合物

生成物 1

HCID 126030861-(4-Bromophenyl)hexan-1-ol収率 63%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ab7ddb1f963c451dbd59b9c1bb2cd033
出典データセット
uspto-grants-2011_03
特許番号
US07915316B2

関連ノート

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