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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381155Generated: November 2, 2026

Chloroform → (+)-cis-2-(4-methoxyphenyl)-3-acetoxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

https://huagongshe.com/reaction/1381155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantAcetyl chlorideHCID 6367—
Reactant(+)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-oneHCID 15593400—
SolventPyridineHCID 1049—
Product(+)-cis-2-(4-methoxyphenyl)-3-acetoxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-oneHCID 7045328889.1%

Reaction Steps

3.36 g of (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are dissolved in 10 ml of pyridine, and 0.87 g of acetyl chloride is added dropwise thereto under ice-cooling. The mixture is stirred at room temperature for one hour. Then, the mixture is diluted by addition of chloroform. The diluted mixture is washed with 10% hydrochloric acid and water, and then evaporated under reduced pressure to remove solvent. The residue is recrystallized from a mixture of ether and n-hexane, whereby 3.37 g of (-)-cis-2-(4-methoxyphenyl)-3-acetoxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one is obtained as needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04585768
Source datasetuspto-grants-1986_04
ORD IDord-4ca5b05d9c6d47f4b34e6f7c1a770da3
Source noteuspto-grants-1986_04