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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 477916Generated: October 25, 2026

Butyn-2-one → 10-acetyl-4,5-dihydro-8-(m-fluorophenyl)7H-thieno[2,3-a]quinolizin-7-one

https://huagongshe.com/reaction/477916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyn-2-oneHCID 15018—
ReactantHCID 14770024HCID 14770024—
SolventTolueneHCID 1140—
Product10-acetyl-4,5-dihydro-8-(m-fluorophenyl)7H-thieno[2,3-a]quinolizin-7-oneHCID 19020483—

Reaction Steps

A solution of 0.303 g of 5,6-dihydro-3-hydroxy-2-(m-fluorophenyl)-thiazolo-[3,2-a]thieno[2,3-c]pyridinium hydroxide (internal salt) and 0.145 ml of 3-butyn-2-one in 5 ml of toluene was heated under reflux for 1 hour. The solvent is evaporated in vacuo and the residue is chromatographed over silica gel with toluene/ethyl acetate (1:1). After recrystallization from ethanol, there was obtained 10-acetyl-4,5-dihydro-8-(m-fluorophenyl)-7H-thieno[2,3-a]quinolizin-7-one of m.p. 109°-110°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04889848
Source datasetuspto-grants-1989_12
ORD IDord-5c5089c2827e4d309a6486d40cd3740f
Source noteuspto-grants-1989_12