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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971657Generated: October 26, 2026

Diethyl Ether → Ethyl 2-(tert-butyl(3-(prop-2-ynyloxy)propyl)amino)-2-oxoacetate

https://huagongshe.com/reaction/1971657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantButanoyl chloride, 2-oxo-HCID 11007880—
ReactantN-tert-butyl-3-(prop-2-ynyloxy)propan-1-amineHCID 58124800—
ProductEthyl 2-(tert-butyl(3-(prop-2-ynyloxy)propyl)amino)-2-oxoacetateHCID 58124912—

Reaction Steps

To a solution of 750 mg of 7e and 1 ml of triethyl amine in 10 ml of diethyl ether was added, at 0° C., a solution of 0.55 ml of ethyloxalyl chloride in 3 ml of diethyl ether. The mixture was stirred for 15 min and then quenched with 30 ml of water and was extracted with ethyl acetate. The organic layer was washed once with 1M aq. K2CO3 and once with water, dried, concentrated and chromatographed, to provide 1.0 g of 7f as an oil. Rf (heptane/ethyl acetate 1/1) 0.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431564B2
Source datasetuspto-grants-2013_04
ORD IDord-bb13d2c6855b49379de9740cdff79142
Source noteuspto-grants-2013_04