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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885304Generated: October 31, 2026

Diethyl Sulfate → HCID 10559488, compound

https://huagongshe.com/reaction/1885304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl SulfateHCID 6163—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl trans-4-hydroxy-L-prolinate hydrochlorideHCID 12709304—
SolventChloroformHCID 6212—
ProductHCID 10559488HCID 10559488—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of 10.0 g of (2S,4R)-2-ethoxycarbonyl-4-hydroxy pyrrolidine hydrochloride, 15.5 g of potassium carbonate and 50 ml of chloroform, 9.46 g of diethyl sulfate were dropwise added. At 40° C., the mixture was stirred for 4 hours and then allowed to cool, washed with water, added with an aqueous dilute HCl solution and the formed aqueous layer was separated. This aqueous layer was neutralized with potassium carbonate, extracted with chloroform and the extract was washed with water, dried and concentrated under reduced pressure to obtain (2S,4R)-2-ethoxycarbonyl-N-ethyl4-hydroxy pyrrolidine as an oily product. Yield 8.15 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05143935
Source datasetuspto-grants-1992_09
ORD IDord-aac68d835d6145fbae98cd5bdf83f252
Source noteuspto-grants-1992_09