Acetic Anhydride → [(E)-[(2-fluorophenyl)-(2-hydroxy-4-methoxy-3-methylphenyl)methylidene]amino] acetate

HRID 652885Notes

Reaction equation

HRID 652885 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[C:8](=[N:19]/[OH:20])/[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH3:17])[C:10]=1[OH:18].[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([O:20]/[N:19]=[C:8](/[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])\[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH3:17])[C:10]=1[OH:18])(=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 1364773806-[(E)-C-(2-fluorophenyl)-N-hydroxycarbonimidoyl]-3-methoxy-2-methylphenol

Product 1

HCID 136477425[(E)-[(2-fluorophenyl)-(2-hydroxy-4-methoxy-3-methylphenyl)methylidene]amino] acetate

Procedure

E-2'-fluoro-2-hydroxy-4-methoxy-3-methylbenzophenone oxime (20.0 g) is warmed on a steam bath for one hour with 12 ml of acetic anhydride. The acetic anhydride is evaporated in vacuo and the product is distributed between ether and H2O, then the ether is washed with 10% NaHCO3. Evaporation and trituration of the crystalline product with hexane gives E-2'-fluoro-2-hydroxy-4-methoxy-3-methylbenzophenone O-acetyl oxime, mp 83°-86° C.

Workup

  1. customThe acetic anhydride is evaporated in vacuo
  2. washthe ether is washed with 10% NaHCO3
  3. customEvaporation and trituration of the crystalline product with hexane

Sources & evidence

ORD record
ord-05eade333df948919cb5345b2e4132a9
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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