Hydrochloric Acid → 2,4,5-Trifluoro-3-methylbenzoic acid

HRID 322815Notes

Reaction equation

HRID 322815 reaction equation
[F:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6](C(O)=O)[C:5]([F:14])=[C:4]([F:15])[C:3]=1[CH2:16]C(O)=O.CN1CCCC1=O.Cl>C(N(CC)CC)C>[CH3:16][C:3]1[C:2]([F:1])=[C:7]([CH:6]=[C:5]([F:14])[C:4]=1[F:15])[C:8]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 13387N-methyl-2-pyrrolidoneHCID 9795630HCID 9795630, compound

Product 1

HCID 118055142,4,5-Trifluoro-3-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
140 °C

Procedure

To 27 g of 2-(2,5,6-trifluoro-3,4-dicarboxyphenyl)acetic acid was added 28 ml of N-methylpyrrolidone and 10 ml of triethylamine and the mixture was stirred at 140° C. for 2 days. The reaction solution was poured into 6N hydrochloric acid with cooling, and separated by adding diethylether and aqueous solution of sodium hydroxide. The aqueous layer was acidified and extracted with diethylether.

Workup

  1. temperaturewith cooling
  2. customseparated
  3. additionby adding diethylether and aqueous solution of sodium hydroxide
  4. extractionextracted with diethylether

Sources & evidence

ORD record
ord-761b26071dd9406d91d7d2a13a10faaf
Source dataset
uspto-grants-2001_04
Patent number
US06211375B1

Reaction notes

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