Water → 2-Bromo-1-[1-(4-Chlorophenyl)cyclobutyl]ethanone

HRID 1650968Notes

Reaction equation

HRID 1650968 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:14](=[O:16])[CH3:15])[CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1.O>ClCCl.CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2([C:14](=[O:16])[CH2:15][Br:1])[CH2:13][CH2:12][CH2:11]2)=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 962WaterHCID 24408BromineHCID 212584081-[1-(4-Chlorophenyl)cyclobutyl]ethanone

Product 1

HCID 219019212-Bromo-1-[1-(4-Chlorophenyl)cyclobutyl]ethanone

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of bromine (8 ml) in dichloromethane (40 ml) was added at 10° C. to a solution of 1-[1-(4-chlorophenyl)cyclobutyl]ethanone (27.8 g) in methanol (30 ml). The mixture was stirred for 15 minutes and poured into a mixture of ice and water. The resulting mixture as extracted with dichloromethane. The extract was washed with water, dried evaporated to yield an oil which was distilled (145°-160° C./1 mm Hg) to give 1-[1-(4-chlorophenyl)cyclobutyl]-2-bromoethanone.

Workup

  1. extractionThe resulting mixture as extracted with dichloromethane
  2. washThe extract was washed with water
  3. customdried
  4. customevaporated
  5. customto yield an oil which
  6. distillationwas distilled (145°-160° C./1 mm Hg)

Sources & evidence

ORD record
ord-f75b31ab6d104defa1dd7f723a0282c0
Source dataset
uspto-grants-1990_05
Patent number
US04925879

Reaction notes

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