Bromine → 1-Bromo-3-(3,4-dichlorophenyl)-3-methylbutan-2-one

HRID 635366Notes

Reaction equation

HRID 635366 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[C:6]([C:11]([CH3:16])([CH3:15])[C:12](=[O:14])[CH3:13])[CH:7]=[CH:8][C:9]=1[Cl:10]>CCOCC>[Br:1][CH2:13][C:12](=[O:14])[C:11]([C:6]1[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]([Cl:3])[CH:5]=1)([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 212584633-(3,4-Dichlorophenyl)-3-methylbutan-2-one

Product 1

HCID 212583981-Bromo-3-(3,4-dichlorophenyl)-3-methylbutan-2-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of bromine (1.84 ml) in ether (25 ml) was added dropwise over 1 hour at ambient temperature to a stirred solution of 3-(3,4-dichlorophenyl)-3-methylbutan-2-one (8.24 g) in ether (250 ml). After the addition was complete and the bromine colour had dissipated, the mixture was stirred at ambient temperature for a further 30 minutes then it was washed with water (100 ml), saturated aqueous sodium hydrogen carbonate solution (2×100 ml) and water (100 ml), dried (MgSO4), and the solvent removed in vacuo to give 1-bromo-3-(3,4-dichlorophenyl)-3 methylbutan-2-one as an oil (9.57 g) which was used without purification.

Workup

  1. additionAfter the addition
  2. washit was washed with water (100 ml), saturated aqueous sodium hydrogen carbonate solution (2×100 ml) and water (100 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-f4432f27840448dfbfc35022ab7c5e91
Source dataset
uspto-grants-2001_02
Patent number
US06187802B1

Reaction notes

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