Acetic Acid → HCID 23284780, compound

HRID 369205Notes

Reaction equation

HRID 369205 reaction equation
Cl.C(O)(=O)C.[F:6][C:7]1[C:16]([CH3:17])=[C:15]([N+:18]([O-:20])=[O:19])[C:14]([F:21])=[CH:13][C:8]=1[C:9]([O:11]C)=[O:10]>O>[F:6][C:7]1[C:16]([CH3:17])=[C:15]([N+:18]([O-:20])=[O:19])[C:14]([F:21])=[CH:13][C:8]=1[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 23284769HCID 23284769, compound

Product 1

HCID 23284780HCID 23284780, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentrated hydrochloric acid (15 ml) and acetic acid (5 ml) were added to methyl 2,5-difluoro-3-methyl-4-nitrobenzoate (9.1 g), and the mixture was heated under reflux for 3 hours. After the reaction mixture was cooled back to room temperature, water was added to conduct extraction with diethyl ether. After an organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain the title compound (6.1 g) as a brown oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. extractionextraction with diethyl ether
  4. dry with materialAfter an organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-644d4a949bfd4a9b8f9350218634fddc
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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