Acetic Anhydride → HCID 14286544, compound

HRID 2072843Notes

Reaction equation

HRID 2072843 reaction equation
[CH3:1][C:2]1[C:3](=[O:12])[CH2:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7]=1[CH2:8][OH:9].[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[CH3:1][C:2]1[C:3](=[O:12])[CH2:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7]=1[CH2:8][O:9][C:13](=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 14676448HCID 14676448, compound

Product 1

HCID 14286544HCID 14286544, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

47 g (0.28 mole) of 2,4,4-trimethyl-3-hydroxymethylcyclohex-2-en-1-one (IIId) were refluxed with 26.54 g of pyridine and 28.6 g of acetic anhydride for 3 hours. After cooling, the mixture was poured onto 200 ml of ice water and was extracted five times with ether, the combined extracts were washed several times with saturated NaHCO3 solution and dried with sodium sulfate, and the solvent was distilled off under about 20 mbar.

Workup

  1. temperatureAfter cooling
  2. extractionwas extracted five times with ether
  3. washthe combined extracts were washed several times with saturated NaHCO3 solution
  4. dry with materialdried with sodium sulfate
  5. distillationthe solvent was distilled off under about 20 mbar

Sources & evidence

ORD record
ord-889a5022fd5246f6974a2977d4232d59
Source dataset
uspto-grants-1990_04
Patent number
US04914229

Reaction notes

Loading…