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

HRID 1009207

反応式

HRID 1009207 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-015d52d67dd3420ca25a25d621e270e9
出典データセット
uspto-grants-2011_07
特許番号
US07973071B2

関連ノート

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