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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718659Generated: October 26, 2026

Ethyl Acetate → HCID 117733829, compound

https://huagongshe.com/reaction/718659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl (2S)-2-amino-3-methylbutanoate hydrochlorideHCID 12490702—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 117733829HCID 117733829—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1-fluoro-4-nitrobenzene (3.0 g, 21 mmol) and tert-butyl (2S)-2-amino-3-methylbutanoate hydrochloride (5.4 g, 26 mmol) in DMSO (20 mL) was added K2CO3 (8.8 g, 64 mmol). The reaction mixture was stirred at 100° C. for 8 h. EtOAc (200 mL) was added. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (EtOAc/petroleum ether (1:10 v/v)) to obtain compound 55a as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C15H22N2O4: 295.2 (M+H). Found 295.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-a68f8a2364744d868becbd53e83a8a0c
Source noteuspto-grants-2015_11