Cyclohexyl phenyl ketone → 1-Benzoyl-1-bromocyclohexane

HRID 279143

Reaction equation

HRID 279143 reaction equation
[Br:1]Br.[CH:3]1([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>C(Cl)Cl.C(O)(=O)C>[Br:1][C:11]1([C:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:10])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

5

Reactant 2

HCID 12837Cyclohexyl phenyl ketoneHCID 24408Bromine

Product 1

HCID 3447971-Benzoyl-1-bromocyclohexane

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

Temperature was kept at 20-25° C. when bromine (2.8 ml) was added slowly to a stirred mixture of cyclohexylphenyl ketone (10 g) in CH2Cl2 (50 ml) and acetic acid (1 ml). The mixture was stirred at the ambient temperature for 1 hour and extracted with 5% NaHCO3 (2×30 ml) and water (30 ml). The organic phase was dried over Na2SO4 and evaporated. Yield was 14.1 g.

Workup

  1. customwas kept at 20-25° C.
  2. extractionextracted with 5% NaHCO3 (2×30 ml) and water (30 ml)
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-1601148f930f4f8a90905d4ab52d6087
Source dataset
uspto-grants-2002_03
Patent number
US06362211B1

Linked notes

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