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

HRID 734624

反応式

HRID 734624 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>C1COCC1>[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 74%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

n-Pentyl magnesium bromide (2.0 M in THF, 27 mL, 54 mmol) was added to a solution of 4-bromobenzaldehyde (5.0 g, 27 mmol) in THF (20 mL) at 0° C. under nitrogen. After 1 h, the reaction was quenched with 3 N HCl and extracted with Et2O (3×120 mL). Combined extracts were washed with brine (100 mL), dried (Na2SO4), filtered and concentrated in vacuo. Purification of the residue by flash column chromatography on silica gel (5% EtOAc/Hex) afforded 5.1 g (74%) of 1-(4-bromophenyl)-hexan-1-ol.

後処理

  1. customthe reaction was quenched with 3 N HCl
  2. extractionextracted with Et2O (3×120 mL)
  3. washCombined extracts were washed with brine (100 mL)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification of the residue by flash column chromatography on silica gel (5% EtOAc/Hex)

出典と根拠

ORDレコード
ord-c16b0269b13a415ba2dc85236b74787a
出典データセット
uspto-grants-2009_09
特許番号
US07592364B2

関連ノート

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