Potassium Carbonate → 2-(4-Trifluoromethylphenylamino)-3-methylbutanoic acid

HRID 2295407Notes

Reaction equation

HRID 2295407 reaction equation
[NH2:1][C@H:2]([C:6]([O-:8])=[O:7])[CH:3]([CH3:5])[CH3:4].[K+].F[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].S1(CCCC1)(=O)=O>>[F:18][C:17]([F:20])([F:19])[C:14]1[CH:15]=[CH:16][C:11]([NH:1][CH:2]([CH:3]([CH3:5])[CH3:4])[C:6]([OH:8])=[O:7])=[CH:12][CH:13]=1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 31347SulfolaneHCID 67873Benzene, 1-fluoro-4-(trifluoromethyl)-HCID 23706288HCID 23706288, compound

Product 1

HCID 133884532-(4-Trifluoromethylphenylamino)-3-methylbutanoic acidYield 7%

Conditions

Temperature
100 °C

Procedure

A mixture of 30 parts of potassium valinate, 15 parts of p-fluoro-benzotrifluoride, 7 parts of dichlorohexano-18-crown-6 ether catalyst, 10 parts of potassium carbonate and 126 parts of sulfolane was placed in a pressure reactor. The reactor was degassed, placed under an argon atmosphere and sealed. The reaction mixture was then heated and maintained at about 100° C. for about 15 hours. Analysis of the reaction product indicated a 7.0% yield of 2-(4-trifluoromethylphenylamino)-3-methylbutanoic acid based on p-fluorobenzotrifluoride starting material.

Workup

  1. customwas placed in a pressure reactor
  2. customThe reactor was degassed
  3. customsealed
  4. temperatureThe reaction mixture was then heated

Sources & evidence

ORD record
ord-1c349073ebbe4b74acecb5e87ed26dd9
Source dataset
uspto-grants-1984_01
Patent number
US04424396

Reaction notes

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