Ethanol → Ethyl 3-fluoro-4-hydroxybenzoate

HRID 986695Notes

Reaction equation

HRID 986695 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH2:17](O)[CH3:18]>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([O:7][CH2:17][CH3:18])=[O:6]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1604563-Fluoro-4-hydroxybenzoic acid

Product 1

HCID 13745619Ethyl 3-fluoro-4-hydroxybenzoate

Procedure

A mixture of 3-fluoro-4-hydroxybenzoic acid (1.2 g), ethanol (20 ml) and concentrated sulfuric acid (1 ml) was refluxed for 13 hours, then concentrated and extracted with chloroform. The extract was washed with aqueous sodium hydrogen carbonate solution, dried and the solvent was distilled off, whereby crystals of ethyl 3-fluoro-4-hydroxybenzoate (1.3 g) was obtained. m.p. 79°-80° C.

Workup

  1. temperaturewas refluxed for 13 hours
  2. concentrationconcentrated
  3. extractionextracted with chloroform
  4. washThe extract was washed with aqueous sodium hydrogen carbonate solution
  5. customdried
  6. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-0f6cee17a07348c0a35868cda77b16bc
Source dataset
uspto-grants-1987_12
Patent number
US04714774

Reaction notes

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