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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295411Generated: October 31, 2026

L-Valine → 2-{[2-Chloro-4-(trifluoromethyl)phenyl]amino}-3-methylbutanoic acid

https://huagongshe.com/reaction/2295411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-ValineHCID 6287—
ReactantBenzene, 2-chloro-1-fluoro-4-(trifluoromethyl)-HCID 157153—
ReactantPotassiumHCID 5462222—
CatalystTetramethylammonium chlorideHCID 6379—
SolventWaterHCID 962—
SolventSulfolaneHCID 31347—
Product2-{[2-Chloro-4-(trifluoromethyl)phenyl]amino}-3-methylbutanoic acidHCID 3947643—

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 3.04 parts of 3-chloro-4-fluorobenzotrifluoride, 4.5 parts of anhydrous potassium salt of valine, 0.98 parts of tetramethyl-ammonium chloride and 24.0 parts of sulfolane solvent was charged to a reaction vessel, the mixture was heated to 125° C. and maintained thereat for about 16 hours then cooled, diluted with water and acidified to a pH of 1. The aqueous layer was extracted several times with diethyl ether. The ether layer was then washed with copious amounts of water, then dried and concentrated to yield 3.4 parts of 2-(2-chloro-4-trifluoromethylphenyl-amino)-3methylbutanoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04424396
Source datasetuspto-grants-1984_01
ORD IDord-16c4139b68a24d618895a5696993dc33
Source noteuspto-grants-1984_01