Acetic Anhydride → HCID 13632725, compound

HRID 231222Notes

Reaction equation

HRID 231222 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][C:10](=[O:13])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15]>C([O-])(=O)C.[NH4+]>[C:14]([CH:9]1[CH2:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][CH2:11][C:10]1=[O:13])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 786054-Phenylcyclohexanone

Product 1

HCID 13632725HCID 13632725, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 517165Ammonium AcetateSolvent

Procedure

40% Boron trifluoride-acetic acid complex, 5.5 g, was ice-cooled and a mixture of 2 g of 4-phenylcyclohexanone and 2.35 g of acetic anhydride was dropwise added to the complex. After stirring for 30 minutes under ice cooling and at room temperature for 4 hours, 10 ml of saturated ammonium acetate aqueous solution was added to the mixture followed by stirring at 80° C for 1.5 hours. The reaction mixture was extracted with ether and the extract was purified to obtain 1.77 g of 2-acetyl-4-phenylcyclohexanone.

Workup

  1. temperaturecooled
  2. additionwas dropwise added to the complex
  3. stirringby stirring at 80° C for 1.5 hours
  4. extractionThe reaction mixture was extracted with ether
  5. customthe extract was purified

Sources & evidence

ORD record
ord-bc0ec76bc2974616b5f705271bd50ad3
Source dataset
uspto-grants-1989_07
Patent number
US04845228

Reaction notes

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