Water → 3-Acetoxy-5-fluoro-4-methoxy-benzoic acid

HRID 521460Notes

Reaction equation

HRID 521460 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([OH:13])[C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].O.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([O:13][C:9]1[CH:8]=[C:4]([CH:3]=[C:2]([F:1])[C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6])(=[O:17])[CH3:16]

Participants

4

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 670765923-Fluoro-5-hydroxy-4-methoxybenzoic acid

Product 1

HCID 670767283-Acetoxy-5-fluoro-4-methoxy-benzoic acid

Conditions

Temperature
100 °C

Procedure

The compound of step 2 (169 mg, 913 mmol) was suspended in acetic anhydride (1.75 ml) and heated at 100° C. for 3 h. The solution was cooled, water (2 ml) was added, and the mixture was stirred at 60° C. for 1 h. Upon cooling, crystals formed which were filtered off and dried in vacuo to give 120 mg of the title compound.

Workup

  1. temperatureThe solution was cooled
  2. temperatureUpon cooling
  3. customcrystals formed which
  4. filtrationwere filtered off
  5. customdried in vacuo

Sources & evidence

ORD record
ord-0efcab66e9244114882585bf065a9776
Source dataset
uspto-grants-2016_05
Patent number
US09328071B2

Reaction notes

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