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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 972002Generated: October 29, 2026

Water → HCID 12466834, compound

https://huagongshe.com/reaction/972002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Methoxybenzyl chlorideHCID 69994—
ReactantMagnesiumHCID 5462224—
Reactant2-(2-Phenyl-1,3-oxazolidin-3-yl)ethan-1-olHCID 12648663—
SolventDiethyl EtherHCID 3283—
ProductHCID 12466834HCID 1246683470.7%

Reaction Steps

A solution of 3-(2-hydroxyethyl)-2-phenyloxazolidine (11.0 g) in anhydrous ether (30 ml) is added dropwise with stirring to Grignard reagent which is prepared from magnesium turnings (3.3 g) and m-methoxybenzyl chloride (20.7 g) in anhydrous ether (150 ml), and the mixture is refluxed for 3 hours. After the reaction, the reaction mixture is decomposed by adding water thereto. The ether layer is separated and extracted with 10% hydrochloric acid (100 ml). The hydrochloric acid layer is made alkaline with ammonia and extracted with ether. The ether layer is dried over anhydrous sodium sulfate, and the solvent is distilled off to give crude dl-N,N-bis(2-hydroxyethyl)-2-(3-methoxyphenyl)-1-phenylethylamine (12.7 g) as an oily substance. When this substance is recrystallized from ethanol, it shows a melting point of 67°-69° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04162316
Source datasetuspto-grants-1979_07
ORD IDord-773c1a4fdcdf4cc186578ec8aed55f66
Source noteuspto-grants-1979_07