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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032648Generated: October 31, 2026

Diethyl Ether → HCID 9989904, compound

https://huagongshe.com/reaction/1032648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
Reactantmethyl L-prolinate hydrochlorideHCID 2733200—
SolventDichloromethaneHCID 6344—
ProductHCID 9989904HCID 9989904—

Reaction Conditions

Temperature5 °C

Reaction Steps

L-Proline methyl ester hydrochloride (8.27 g, 0.05 mole) was dissolved in 250 ml of methylene chloride and triethylamine (40 ml, 0.28 mole) added thereto. The solution was filtered to remove the precipitate and cooled to 5° C. Over a period of 30 minutes, a solution of acryloyl chloride (4.52 g, 0.05 mole) was added to the cooled solution, the reaction allowed to warm to room temperature and stirred for 12 hours. Ethyl ether (100 ml) was then added to the solution and the resulting white solid filtered. An additional 200 ml of ethyl ether was added and a small amount of tan solid filtered out. The solvents were evaporated, and the resulting oil chromatographed on silica to isolate the product. The product was dried in vacuo at room temperature for 72 hours. The structure was confirmed by NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959364
Source datasetuspto-grants-1990_09
ORD IDord-5c19c6c295974e708331ed32347d59b7
Source noteuspto-grants-1990_09