Bromine → HCID 21258466, compound

HRID 635354Notes

Reaction equation

HRID 635354 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:14](=[O:23])[CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1>CCOCC>[Br:1][CH:15]([CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:14]([C:10]1([C:7]2[CH:6]=[CH:5][C:4]([Cl:3])=[CH:9][CH:8]=2)[CH2:13][CH2:12][CH2:11]1)=[O:23]

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 21258427HCID 21258427, compound

Product 1

HCID 21258466HCID 21258466, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (0.52 ml) was added dropwise over 20 minutes at ambient temperature to a stirred solution of 1-[1-(4-chlorophenyl)cyclobutyl]-3-phenylpropan-1-one (3 g) in ether (50 ml). After the addition was complete and the bromine colour had dissipated, the mixture was stirred at ambient temperature for a further 1 hour then it was washed with water (30 ml), saturated aqueous sodium hydrogen carbonate solution (2×30 ml) and water (30 ml), dried (MgSO4), and the solvent removed in vacuo to give 2-bromo-1-[1-(4-chlorophenyl)cyclobutyl]-3-phenylpropan-1-one as an oil which was used without purification.

Workup

  1. additionAfter the addition
  2. washit was washed with water (30 ml), saturated aqueous sodium hydrogen carbonate solution (2×30 ml) and water (30 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-d1686c9e53364cc29468b314a9b754fe
Source dataset
uspto-grants-2001_02
Patent number
US06187802B1

Reaction notes

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