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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615600Generated: November 1, 2026

Ethyl Acetate → HCID 67307282, compound

https://huagongshe.com/reaction/1615600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl esterHCID 151417—
Reactant2-Fluoro-5-(trifluoromethyl)benzonitrileHCID 521016—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67307282HCID 6730728295.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2-fluoro-5-trifluoromethylbenzonitrile 1A (10 g, 52.9 mmol) in N-methylpyrrolidinone (NMP) (100 mL) was added glycine tert-butyl ester 5A (13.8 g, 105 mmol) and diisopropylethylamine (20 g, 155 mmol). The reaction mixture was heated at 110° C. for 4 hours. Ethyl acetate (500 mL) was added and the organic layer was washed with water and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by flash column chromatography to provide (2-cyano-4-trifluoromethylphenylamino)acetic acid tert-butyl ester 5B (15.2 g, 50.7 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765757B2
Source datasetuspto-grants-2014_07
ORD IDord-5740ba24e6b5430187c4456c5c8c6eb6
Source noteuspto-grants-2014_07