Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483105Generated: November 1, 2026

Hydrochloric Acid → 5-Oxo-1,3-oxathiolane-4-carboxylic acid p-methoxybenzyl ester

https://huagongshe.com/reaction/483105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylamineHCID 7912—
ReactantLithium diisopropylamideHCID 2724682—
ReactantCarbonochloridic acid, (4-methoxyphenyl)methyl esterHCID 13305526—
Reactant1,3-Oxathiolan-5-oneHCID 13474373—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5-Oxo-1,3-oxathiolane-4-carboxylic acid p-methoxybenzyl esterHCID 54238544—

Reaction Conditions

Temperature-70 °C

Reaction Steps

A solution of lithium diisopropylamide prepared from diisopropylamine (3.1 ml), n-butyllithium (14 ml as 1.6M hexane solution) and tetrahydrofuran (40 ml) is cooled at -70° C., mixed with 5-oxo-1,3-oxathiolane (1.04 g) and p-methoxybenzyl chloroformate. After 30 minutes, the mixture is acidified with hydrochloric acid, concentrated, and extracted with ethyl acetate. The extract is washed with water, dried, and concentrated to give 5-oxo-1,3-oxathiolane-4-carboxylic acid p-methoxybenzyl ester (265 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04578378
Source datasetuspto-grants-1986_03
ORD IDord-ca5ae94f2b6347ffbca113c1151d9aea
Source noteuspto-grants-1986_03