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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032304Generated: October 26, 2026

Acrylamide → 8-chloro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one

https://huagongshe.com/reaction/1032304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylamideHCID 6579—
ReactantPyrrolidine, 1-(6-chloro-3,4-dihydro-2-naphthalenyl)-HCID 10444008—
SolventEthanolHCID 702—
Product8-chloro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-oneHCID 10466539—

Reaction Steps

701 g (3 mol) of 1-(6-chloro-3,4-dihydro-2-naphthyl)pyrrolidine and 640 g (19 mol) of acrylamide in 7 ml of ethanol were boiled under reflux for 3 days with the addition of 70 g of Amberlite IR200. The separated solid was filtered off. Extractive crystallization with dioxan gave 8-chloro-1,4,5,6-tetrahydrobenzo[f]-quinolin-3(2H)-one of melting point 228°-230° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04957911
Source datasetuspto-grants-1990_09
ORD IDord-80a7ec1bab91491b99d7e77a4e8e5218
Source noteuspto-grants-1990_09