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

HRID 2405228Notes

Reaction equation

HRID 2405228 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-80ab54705bb54210b1f9b84af9348279
Source dataset
uspto-grants-2014_08
Patent number
US08802720B2

Reaction notes

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