Bromine → HCID 21258374, compound

HRID 635357Notes

Reaction equation

HRID 635357 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2([C:15](=[O:21])[CH2:16][CH2:17][CH2:18][O:19][CH3:20])[CH2:14][CH2:13][CH2:12]2)[CH:7]=[CH:8][C:9]=1[Cl:10]>CCOCC>[Br:1][CH:16]([CH2:17][CH2:18][O:19][CH3:20])[C:15]([C:11]1([C:6]2[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]([Cl:3])[CH:5]=2)[CH2:12][CH2:13][CH2:14]1)=[O:21]

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 21258359HCID 21258359, compound

Product 1

HCID 21258374HCID 21258374, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (0.35 ml) was added dropwise over 20 minutes at ambient temperature to a stirred solution of 1-[1-(3,4-dichlorophenyl)cyclobutyl]-4-methoxybutan-1-one (2 g) in ether (40 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-(3,4-dichlorophenyl)cyclobutyl]-4-methoxybutan-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-697815fe3c0d4602af7b832b64cee7f1
Source dataset
uspto-grants-2001_02
Patent number
US06187802B1

Reaction notes

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