4-Bromo-1-phenyl-1-butanone → 4-Bromo-1-phenyl-1-butanone

HRID 1637062Notes

Reaction equation

HRID 1637062 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[H][H]>CO.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Br:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6]

Participants

6

Reactant 2

HCID 903564-Bromo-1-phenyl-1-butanoneHCID 178418361HCID 178418361, compound

Product 2

HCID 903564-Bromo-1-phenyl-1-butanoneHCID 2596681-Bromo-4-phenylbutane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In this Example, 0.45 g of the 4-bromobutyrophenone (purity: 94%, 1.86 mmol) obtained in Example 1 was dissolved in 2.2 g of methanol, and 0.14 g of 5% Pd-C (50% wet) was added, followed by stirring the mixture in a hydrogen atmosphere at 20° C. for four hours. The catalyst was filtered off and the solvent was removed by distillation under reduced pressure to give 1-bromo-4-phenylbutane in a 98.2% yield from 4-bromobutyrophenone.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-d70fd9af2224418f9f4ecba91cac2a51
Source dataset
uspto-grants-2000_03
Patent number
US06037509

Reaction notes

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