Sodium borohydride → 1-(4'-Bromobiphenyl-4-yl)propan-2-ol

HRID 1626790ノート

反応式

HRID 1626790 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15](=[O:17])[CH3:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([OH:17])[CH3:16])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 68193283(4'-Bromobiphenyl-4-yl)acetone

生成物 1

HCID 681932011-(4'-Bromobiphenyl-4-yl)propan-2-ol収率 100%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(4′-Bromobiphenyl-4-yl)acetone (7.6 g, 26 mmol) was dissolved in ethanol (250 mL), and sodium borohydride (1.2 g, 32 mmol) was added at 0° C., followed by stirring at the same temperature for 30 minutes. After the reaction solution was concentrated under reduced pressure, ethyl acetate was added to the resulting residue, and the organic layer was washed with water. After the solvent was distilled off under reduced pressure, the resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate), and a fraction corresponding to the Rf value=0.45 (hexane/ethyl acetate=4/1) by thin layer chromatography was concentrated under reduced pressure to afford the title compound (7.6 g, 26 mmol) as a white solid (yield 99%).

後処理

  1. concentrationAfter the reaction solution was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the resulting residue
  3. washthe organic layer was washed with water
  4. distillationAfter the solvent was distilled off under reduced pressure
  5. customthe resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate)
  6. concentrationa fraction corresponding to the Rf value=0.45 (hexane/ethyl acetate=4/1) by thin layer chromatography was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-3c768dc6c94d488f8ea5fab14a0acdf7
出典データセット
uspto-grants-2014_07
特許番号
US08785462B2

反応ノート

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