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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971688Generated: October 26, 2026

Triethylamine → 2-(Prop-2-ynyloxy)ethyl methanesulfonate

https://huagongshe.com/reaction/1971688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-PropynoxyethanolHCID 77596—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product2-(Prop-2-ynyloxy)ethyl methanesulfonateHCID 86650571—

Reaction Steps

A solution of 1.7 g of 11b and 3 ml of triethyl amine in 20 ml of diethyl ether was treated at 0° C. with 1.5 ml of methanesulfonyl chloride. The mixture was stirred for an additional 30 min and then diluted with 35 ml of water and extracted with ethyl acetate. The combined organic layers were washed with 1M aq. K2CO3 solution and water, dried and concentrated, to provide 2.45 of 11c as a colorless oil; Rf 0.45 (heptane/ethyl acetate 1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431564B2
Source datasetuspto-grants-2013_04
ORD IDord-1f68b330314f45c9b6cecca358262577
Source noteuspto-grants-2013_04