4,4-Diphenyl-3-butenyl bromide → 1,1-Diphenyl-4-bromobutane

HRID 1724724Notes

Reaction equation

HRID 1724724 reaction equation
[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH2:9][CH2:10][Br:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[C:12]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][CH2:10][Br:11])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 104017744,4-Diphenyl-3-butenyl bromide

Product 1

HCID 122234581,1-Diphenyl-4-bromobutaneYield 91.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1,1-diphenyl-4-bromobutene (10.0 g) is dissolved in absolute ethanol (100 ml) and palladium on carbon (400 mg) is added. The reaction mixture is placed under hydrogen atmosphere (P=3.3 bar) for 6 hours. The mixture is filtered on kelite, the filtrate is concentrated to obtain the desired product as an orange oil (9.24 g).

Workup

  1. customfor 6 hours
  2. filtrationThe mixture is filtered on kelite
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-8ed70737adf54631a6c41f9cda3cf58b
Source dataset
uspto-grants-2009_02
Patent number
US07488755B2

Reaction notes

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