Acetone → 4-(4-Bromophenyl)butan-1-ol

HRID 70567ノート

反応式

HRID 70567 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][C:17](O)=[O:18])=[CH:10][CH:9]=1.CC(C)=O.O>O1CCCC1>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 180AcetoneHCID 962WaterHCID 2527324-(4-Bromophenyl)butyric AcidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 282961564-(4-Bromophenyl)butan-1-ol収率 77.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium aluminum hydride (759 mg) was added to a solution of 4-(4-bromophenyl)butyric acid (3.12 g) in tetrahydrofuran (90 mL) under ice-cooling, and the mixture was stirred under ice-cooling for one hour. Acetone and water were added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1→10:1→7:1 5:1) to give 4-(4-bromophenyl)butan-1-ol (2.29 g, quant.).

後処理

  1. temperaturecooling
  2. temperaturecooling for one hour
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was then evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1→10:1→7:1 5:1)

出典と根拠

ORDレコード
ord-f7b406bef5cd4f75aa91fc8b4854d879
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

反応ノート

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