Reaction #455980

ord-5349577655894c66b3857dffd8eccef1

Reaction equation

O=C(O)c1ccc(O)cc1F
2-fluoro-4-hydroxybenzoic acid
CC(=O)O
acetic acid
O=S(=O)(O)O
sulfuric acid
→
CC(=O)Oc1ccc(C(=O)O)c(F)c1
4-acetoxy-2-fluorobenzoic acid

Reactants

O=C(O)c1ccc(O)cc1F
2-fluoro-4-hydroxybenzoic acid
CC(=O)O
acetic acid
O=S(=O)(O)O
sulfuric acid

Reagents

None

Solvents

O
water
O
water

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONmixed
  2. 2
    TemperatureAfter heat generation
  3. 3
    Filtrationa precipitated crystal was recovered by filtration
  4. 4
    OtherThe crystal was dried in vacuum

Procedure

4.3 Grams of 2-fluoro-4-hydroxybenzoic acid and 8.4 g of anhydrous acetic acid were placed in a two-necked flask, and mixed. 5 Drops of sulfuric acid were added to the mixture under cooling with water. After heat generation ended, the mixture was heated at 80° C. for 30 minutes. Thereafter, the reaction mixture was poured into cold water, and a precipitated crystal was recovered by filtration. The crystal was dried in vacuum, and used in the next step.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06133469uspto-grants-2000_10