Acetic Anhydride → 1-(2,6-dihydroxyphenyl)ethanone O-acetyloxime

HRID 527512Notes

Reaction equation

HRID 527512 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:9](=[N:11][OH:12])[CH3:10].[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([O:12][N:11]=[C:9]([C:3]1[C:4]([OH:8])=[CH:5][CH:6]=[CH:7][C:2]=1[OH:1])[CH3:10])(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 1363786461-(2,6-Dihydroxyphenyl)ethanone oxime2×

Product 1

HCID 1363786471-(2,6-dihydroxyphenyl)ethanone O-acetyloximeYield 59.4%

Procedure

To 1-(2,6-dihydroxyphenyl)ethanone oxime (Intermediate 8, 588 mg), acetic anhydride (1.97 ml, 20.8 mmol) was added and the reaction mixture was stirred at room temperature for 15 minutes. After the removal of the volatiles, water was added and the solid obtained was filtered and dried under high vacuum affording 437 mg of the title compound.

Workup

  1. customAfter the removal of the volatiles, water
  2. additionwas added
  3. customthe solid obtained
  4. filtrationwas filtered
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-e39ded6122ea445fb41a33891a373300
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

Loading…