Benzenepropanal → 2-Bromo-3-phenylpropanal

HRID 2063692Notes

Reaction equation

HRID 2063692 reaction equation
[C:1]1([CH2:7][CH2:8][CH:9]=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:11]Br>ClCCl>[Br:11][CH:8]([CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH:9]=[O:10]

Participants

4

Reactant 2

HCID 7707BenzenepropanalHCID 24408Bromine

Product 1

HCID 113902282-Bromo-3-phenylpropanalYield 143.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-phenylpropionaldehyde (13.4 g, purity 90%, 0.09 mol) in dichloromethane at 0° C. was slowly added bromine (13.7 g, 0.085 mol). After 12 h at rt the solvent was evaporated to yield crude title compound (26.0 g (purity about 60%), 81%).

Workup

  1. customat 0° C.
  2. customAfter 12 h at rt the solvent was evaporated

Sources & evidence

ORD record
ord-0f64e52a1a4748c8a4bf3b5011774cc0
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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