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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650247Generated: October 31, 2026

Thioglycerol → Diethyl 5-(hydroxymethyl)-1,3-oxathiolane-2,2-dipropanoate

https://huagongshe.com/reaction/1650247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycerolHCID 7291—
ReactantBoron trifluoride etherateHCID 8000—
ReactantDiethyl 4-oxoheptanedioateHCID 80592—
SolventDichloromethaneHCID 6344—
ProductDiethyl 5-(hydroxymethyl)-1,3-oxathiolane-2,2-dipropanoateHCID 14405958—

Reaction Steps

The title compound was prepared according to the procedure of Example 1 using 3-mercapto-1,2-propanediol (10.8 g, 0.1 mol), diethyl 4-oxopimelate (23 g, 0.1 mol) and boron trifluoride etherate (2.5 ml) in methylene chloride (300 ml). The crude product was chromatographed on silica gel using 40% ethyl acetate/hexane as eluent to give 14.5 g (45%) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923891
Source datasetuspto-grants-1990_05
ORD IDord-0c8171d0771545d0b3b6b2674f27935d
Source noteuspto-grants-1990_05