Ethanol → Ethyl 3-fluoro-4-hydroxybenzeneacetate

HRID 1297579Notes

Reaction equation

HRID 1297579 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[CH2:18]([O:11][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([F:1])[CH:3]=1)[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 680143-Fluoro-4-hydroxybenzeneacetic acid

Product 1

HCID 22091106Ethyl 3-fluoro-4-hydroxybenzeneacetate

Conditions

Temperature
85 °C

Procedure

(3-Fluoro-4-hydroxy-phenyl)-acetic acid (20.03 g) was dissolved in ethanol (100 mL), and conc. sulfuric acid (1 mL) was added to the solution. The solution was heated to 85° C. for 16 h. The reaction mixture was allowed to cool and evaporated to dryness in vacuo to yield the crude title compound (24.2 g). An aliquot of the crude product was purified by silica gel chromatography (ethyl acetate:hexanes=3:7) for full characterization of the title compound.

Workup

  1. temperatureto cool
  2. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-6d3e6a819dcf42b2be01268fbd68d7be
Source dataset
uspto-grants-2007_07
Patent number
US07250518B2

Reaction notes

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