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

HRID 2094687Notes

Reaction equation

HRID 2094687 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-ce74fe720ca742c19a30e70105c44e4c
Source dataset
uspto-grants-2013_05
Patent number
US08445530B2

Reaction notes

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