Acetic Anhydride → HCID 14911578, compound

HRID 621712Notes

Reaction equation

HRID 621712 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 3

HCID 7918Acetic AnhydrideHCID 115254-MethylcyclohexanoneHCID 517045Sodium Acetate

Product 1

HCID 14911578HCID 14911578, compound

Procedure

24 g of 40% boron trifluoride/acetic acid complex was cooled with ice and a mixture of 5.6 g of 4-methylcyclohexanone and acetic anhydride was added dropwise thereto. After stirring at room temperature for four hours, approximately 50 ml of a saturated aqueous solution of sodium acetate was added thereto and the obtained reaction mixture was heated under reflux for one hour. After cooling, the reaction mixture was extracted with ether, washed with an aqueous solution of sodium hydrogencarbonate and water and dried, and ether was distilled off. The total amount of the crude 2-acetyl-4-methylcyclohexanone thus obtained was subjected to the subsequent step as such.

Workup

  1. temperature24 g of 40% boron trifluoride/acetic acid complex was cooled with ice
  2. additionwas added dropwise
  3. customthe obtained reaction mixture
  4. temperaturewas heated
  5. temperatureunder reflux for one hour
  6. temperatureAfter cooling
  7. extractionthe reaction mixture was extracted with ether
  8. washwashed with an aqueous solution of sodium hydrogencarbonate and water
  9. customdried
  10. distillationether was distilled off

Sources & evidence

ORD record
ord-53e8567d57e74c6fbd1c421115000211
Source dataset
uspto-grants-1989_04
Patent number
US04824952

Reaction notes

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