Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248695Generated: October 26, 2026

Benzyl Alcohol → Benzyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate

https://huagongshe.com/reaction/248695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantBenzoic acid, 3-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]-HCID 10215552—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductBenzyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoateHCID 15670217—

Reaction Steps

3-[(2-Acetylthiomethyl-3-phenylpropionyl)amino]-benzoic acid prepared in Example 68-(b)-[1] (0.3 g), 4-dimethylaminopyridine (0.01 g) and benzyl alcohol (0.1 g) are dissolved in dichloromethane (25 ml), and thereto is added EDC.HCl (0.18 g), and the mixture is stirred at room temperature three nights. The reaction mixture is washed with saturated aqueous citric acid solution, water, saturated aqueous sodium hydrogen carbonate solution and water in this order, dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. The residue is purified by a silica gel column chromatography (eluant, chloroform) to give the title compound (0.26 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05210266
Source datasetuspto-grants-1993_05
ORD IDord-add9f6b5670f415d83ef9d58c0b38b92
Source noteuspto-grants-1993_05