4-(3-Bromophenyl)but-3-yn-1-ol → 4-(3-Bromophenyl)butan-1-ol

HRID 2117666Notes

Reaction equation

HRID 2117666 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][CH:7]=1>C(O)C.[Pt]=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 218954424-(3-Bromophenyl)but-3-yn-1-ol

Product 1

HCID 218954894-(3-Bromophenyl)butan-1-olYield 84.2%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(3-bromophenyl)but-3-yn-1-ol (21 g) in ethanol (1000 ml) was hydrogenated over platinum oxide (500 mg) for 4 h. The catalyst was removed by filtration and the filtrate was evaporated to give the title compound (18 g) tlc (SiO2) diethyl ether Rf=0.38.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-80fc678aac90454082f540f913c17e2e
Source dataset
uspto-grants-2008_10
Patent number
US07442719B2

Reaction notes

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