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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410983Generated: November 2, 2026

Water → Tert-butyl [2-(2-cyanoethoxy)ethyl]carbamate

https://huagongshe.com/reaction/410983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcrylonitrileHCID 7855—
ReactantEthyl AcetateHCID 8857—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
ProductTert-butyl [2-(2-cyanoethoxy)ethyl]carbamateHCID 85735740—

Reaction Conditions

Temperature50 °C

Reaction Steps

[2-(2-Cyano-ethoxy)-ethyl]-carbamic acid tert-butyl ester (430 mg) was prepared starting from (2-hydroxy-ethyl)-carbamic acid tert-butyl ester (320 mg) in acrylonitrile (1.5 mL). The reaction was heated to 50° C. for 1 h. The reaction was added to ethyl acetate (20 mL) and water (20 mL). The phases were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organics were dried over sodium sulfate and then filtered. The solvent was evaporated and crude compound was purified by flash chromatography using hexane:ethyl actetate gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-a94ddfcfea13446c80c4efd454500b28
Source noteuspto-grants-2014_06