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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44637Generated: October 29, 2026

Diethyl Ether → Tert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamate

https://huagongshe.com/reaction/44637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMorpholineHCID 8083—
Reactant(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonateHCID 10335849—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamateHCID 5744415748%

Reaction Steps

The mixture of 25 g (0.0792 mol) of (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate and morpholine (69.37 mL, 0.792 mol) in 250 mL of dry THF under inert atmosphere was refluxed for 8 hours. The reaction was then cooled to room temperature, treated with diethylether and the solid filtered. The solution was evaporated affording the crude as a yellow oil that was purified through silica gel chromatography (eluant hexane/ethylacetate 6/4). 11.59 g of the title product were isolated (48% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541429B2
Source datasetuspto-grants-2013_09
ORD IDord-47e02825f8884ca28bb7fcacfad03dcb
Source noteuspto-grants-2013_09