1-Benzoyl-1-bromocyclohexane → 1-Cyclohexenyl phenyl ketone

HRID 279144Notes

Reaction equation

HRID 279144 reaction equation
Br[C:2]1([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>N1C=CC=CC=1>[C:10]1([C:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:9])[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]=1

Participants

3

Reactant 1

HCID 3447971-Benzoyl-1-bromocyclohexane

Product 1

HCID 2492911-Cyclohexenyl phenyl ketone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

(1-Bromocyclohexyl)phenyl ketone (14.1 g) was dissolved in pyridine (60 ml) and the mixture was refluxed for 1 hour. After cooling to the ambient temperature the mixture was filtered and evaporated. The residue was dissolved in CH2Cl2 (50 ml) and extracted with 1 M HCl (2×30 ml) and water (30 ml). The organic layer was dried over Na2SO4 and evaporated. Yield was 9.7 g.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. filtrationwas filtered
  3. customevaporated
  4. dissolutionThe residue was dissolved in CH2Cl2 (50 ml)
  5. extractionextracted with 1 M HCl (2×30 ml) and water (30 ml)
  6. dry with materialThe organic layer was dried over Na2SO4
  7. customevaporated

Sources & evidence

ORD record
ord-dd189dd2d73e4ce58a6da0c1425ed756
Source dataset
uspto-grants-2002_03
Patent number
US06362211B1

Reaction notes

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