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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861963Generated: October 29, 2026

Trifluoroacetic acid → (4-Amino-3-methylphenyl)acetonitrile

https://huagongshe.com/reaction/1861963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl N-[4-(cyanomethyl)-2-methylphenyl]carbamateHCID 53943733—
SolventDichloromethaneHCID 6344—
Product(4-Amino-3-methylphenyl)acetonitrileHCID 1862190070%

Reaction Steps

The compound (1.16 g) obtained in Example 520 was dissolved in methylene chloride (15 ml); to the solution, trifluoroacetic acid (4 ml) was added and the mixture was stirred at room temperature for 1 h. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, which was extracted with methylene chloride. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 480.5 mg of the titled compound (yield, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534546B1
Source datasetuspto-grants-2003_03
ORD IDord-e5029b433c0e4aa3b10065e27930ceab
Source noteuspto-grants-2003_03