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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1609161Generated: October 30, 2026

Sodium → HCID 54270161, compound

https://huagongshe.com/reaction/1609161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
ReactantAzetidonHCID 10935078—
ReactantHCID 178418634HCID 178418634—
CatalystZinc bromideHCID 10421208—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54270161HCID 5427016189.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 4-(R)acetoxy-3(R)-[1(R)t-butyldimethylsilyloxyethyl]azetidin-2-one (2.87 g) in dioxane (40 ml) the sodium salt of thioacetic acid (1.2 g) was added. Zinc bromide (2.7 g) was added to the resulting suspension and the reaction mixture was stirred for 4 hours at 40° C. The reaction mixture was then cooled at room temperature and poured in a mixture of ethyl acetate and water. The organic layer was separated, washed twice with water, dried over anhydrous sodium sulfate, and evaporated in vacuo. The residue was purified by column chromatography to give 2.7 g of the title product (89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05399679
Source datasetuspto-grants-1995_03
ORD IDord-9b4a28c99b1444e39d2f44663a58173e
Source noteuspto-grants-1995_03