Acetonitrile → HCID 13737642, compound

HRID 1640067Notes

Reaction equation

HRID 1640067 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[C:10]=1[CH3:16].[C:17](=[O:20])([O-])[O-].[K+].[K+].[C:23](#N)C>>[C:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:17](=[O:20])[CH3:23])[C:10]=1[CH3:16])(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 118432-Methylresorcinol

Product 1

HCID 13737642HCID 13737642, compound

Procedure

15.0 mL of acetic anhydride (16.3 g, 160 mmol) was added dropwise to 62 mL of acetonitrile suspension of 6.2 g (50 mmol) of 2,6-dihydroxytoluene and 27.6 g (200 mmol) of potassium carbonate, which was stirred on an ice-water bath, over 3 minutes. The stirring was stopped 27 minutes later and the reaction mixture was allowed to stand at room temperature overnight and then filtered. The filtrate was stirred and settled in a separatory funnel as 100 mL of toluene and 50 mL of water was added. The aqueous layer was discarded, and the organic layer was washed with 25 mL of water twice, and the solvent was evaporated to obtain 10.3 g of title compound.

Workup

  1. waitThe stirring was stopped 27 minutes
  2. waitto stand at room temperature overnight
  3. filtrationfiltered
  4. stirringThe filtrate was stirred
  5. customsettled in a separatory funnel as 100 mL of toluene and 50 mL of water
  6. additionwas added
  7. washthe organic layer was washed with 25 mL of water twice
  8. customthe solvent was evaporated

Sources & evidence

ORD record
ord-fbecf5acc4134eccb6b8e2b12a2b6158
Source dataset
uspto-grants-2012_02
Patent number
US08110688B2

Reaction notes

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