Ethanol → Ethyl 3-Fluoro-4-nitrobenzoate

HRID 576852Notes

Reaction equation

HRID 576852 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH2:19](O)[CH3:20]>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([O:7][CH2:19][CH3:20])=[O:6]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 2306533-Fluoro-4-nitrobenzoic acid

Product 1

HCID 45036938Ethyl 3-Fluoro-4-nitrobenzoate

Procedure

To the liquid mixture of 3-fluoro-4-nitrobenzoic acid 9.71 g and ethanol 35 mL, conc. sulfuric acid 1.6 mL was added, followed by 16 hours' heating under reflux. After distilling the solvent off, water and tert-butyl methyl ether were added to the residue. The organic layer was extracted, washed with water and dried over magnesium sulfate. Distilling the solvent off, 7.40 g of the title compound was obtained.

Workup

  1. additionwas added
  2. temperature' heating
  3. temperatureunder reflux
  4. distillationAfter distilling the solvent off, water and tert-butyl methyl ether
  5. additionwere added to the residue
  6. extractionThe organic layer was extracted
  7. washwashed with water
  8. dry with materialdried over magnesium sulfate
  9. distillationDistilling the solvent off, 7.40 g of the title compound
  10. customwas obtained

Sources & evidence

ORD record
ord-cb02e9a1fcf84b23a5d257d6cbe80af7
Source dataset
uspto-grants-2015_05
Patent number
US09040536B2

Reaction notes

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