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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553402Generated: October 25, 2026

Triethylamine → 3-hydroxy-N-(2-nitrobenzyl)-3-phenyl propionic acid amide

https://huagongshe.com/reaction/553402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Hydroxy-3-phenylpropanoic acidHCID 92959—
Reactant4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 2734059—
Reactant(2-Nitrophenyl)methanamine hydrochlorideHCID 12235442—
ReactantHydrate;hydrochlorideHCID 21885828—
SolventTetrahydrofuranHCID 8028—
Product3-hydroxy-N-(2-nitrobenzyl)-3-phenyl propionic acid amideHCID 6746189492.1%

Reaction Steps

2-Nitrobenzyl amine hydrochloride (2.27 g, 12.0 mmol), 3-hydroxy-3-phenyl propionic acid (2.00 g, 12.0 mmol), triethylamine (1.34 g, 13.3 mmol) were added to tetrahydrofuran (50 ml) and the reaction mixture was ice cooled. Under ice cooled condition, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (3.33 g, 12.0 mmol) was added thereto and stirred at room temperature for five hours. The reaction mixture was poured into dilute hydrochloric acid water and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained crude crystal was washed with a mixture of hexane-ether (2:1) to obtain 3-hydroxy-N-(2-nitrobenzyl)-3-phenyl propionic acid amide (3.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048825B2
Source datasetuspto-grants-2011_11
ORD IDord-fc313c2da70d4e3490790ff94c8806ae
Source noteuspto-grants-2011_11