Acetic Anhydride → HCID 14911578, compound

HRID 231221Notes

Reaction equation

HRID 231221 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>C([O-])(=O)C.[Na+]>[C:9]([CH:4]1[CH2:3][CH:2]([CH3:1])[CH2:7][CH2:6][C:5]1=[O:8])(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 115254-Methylcyclohexanone

Product 1

HCID 14911578HCID 14911578, compound

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Procedure

40% Boron trifluoride-acetic acid complex, 24 g, was chilled with ice and a mixture of 5.6 g of 4-methylcyclohexanone and acetic anhydride was dropwise added to the complex. After stirring at room temperature for 4 hours, approximately 50 ml of saturated sodium acetate aqueous solution was added to the mixture followed by heating to reflux for 1 hour. After cooling, the reaction mixture was extracted with ether and the extract was washed with a sodium bicarbonate aqueous solution and then water. Thereafter, the system was dried and ether was removed by distillation. The obtained 2-acetyl-4-methylcyclohexanone was used in the whole amount at the following step in a crude state thereof.

Workup

  1. temperature40% Boron trifluoride-acetic acid complex, 24 g, was chilled with ice
  2. additionwas dropwise added to the complex
  3. temperatureby heating
  4. temperatureto reflux for 1 hour
  5. temperatureAfter cooling
  6. extractionthe reaction mixture was extracted with ether
  7. washthe extract was washed with a sodium bicarbonate aqueous solution
  8. customThereafter, the system was dried
  9. customether was removed by distillation

Sources & evidence

ORD record
ord-ce9d2f8581854752a202bf77416dc450
Source dataset
uspto-grants-1989_07
Patent number
US04845228

Reaction notes

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