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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915917Generated: October 29, 2026

Methanol → N-[2-(benzyloxy)ethyl]-N-ethylamine

https://huagongshe.com/reaction/915917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthylamineHCID 6341—
Reactant2-Benzyloxyethyl mesylateHCID 10857272—
SolventDichloromethaneHCID 6344—
ProductN-[2-(benzyloxy)ethyl]-N-ethylamineHCID 2300916872%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 7.0 g (30 mmol) of 2-(benzyloxy)ethyl methanesulfonate, a 75 ml methanol solution of 2M ethylamine was added, and the mixture was heated at 110° C. in a sealed tube for 2 hours. Then, the reaction mixture was returned to room temperature, and then diluted with methylene chloride. The dilution was washed with a saturated aqueous solution of sodium hydride. The washed system was dried over sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to obtain 3.85 g (72%) of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268128B2
Source datasetuspto-grants-2007_09
ORD IDord-f27245a924294c5ba1f41c9e527faf57
Source noteuspto-grants-2007_09