Acetic Anhydride → HCID 59283845, compound

HRID 1641994Notes

Reaction equation

HRID 1641994 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH3:13])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[C:14](OC(=O)C)(=[O:16])[CH3:15]>N1C=CC=CC=1>[C:14]([O:12][C:11]1[C:10]([CH3:13])=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[CH3:1])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12389264Methyl 4-hydroxy-3,5-dimethylbenzoate

Product 1

HCID 59283845HCID 59283845, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of methyl 3,5-dimethyl-4-hydroxybenzoate (2.146 g) in pyridine (20 mL) was cooled in an ice-bath under a nitrogen atmosphere. Acetic anhydride (5 mL) was added drop wise and after 30 minutes at 0° C., the reaction was warmed to room temperature and stirred for 2-3 hours. The solvent was then removed under reduced pressure and the crude product was dissolved in ethyl acetate (50 mL). This solution was washed with 1 N HCl, water and brine. It was then dried over anhydrous magnesium sulfate, filtered and evaporated to dryness. Yield=2.4 g, white powder.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. dissolutionthe crude product was dissolved in ethyl acetate (50 mL)
  3. washThis solution was washed with 1 N HCl, water and brine
  4. dry with materialIt was then dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-b764262ffbb04648afeee568ade75603
Source dataset
uspto-grants-2012_02
Patent number
US08119422B2

Reaction notes

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