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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639356Generated: October 31, 2026

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

https://huagongshe.com/reaction/1639356

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 are boiled under reflux for 3 days with the addition of 70 g of Amberlite IR200. The separated solid is removed by filtration, extractively crystallized with dioxane and there is obtained 8-chloro-1,4,5,6-tetrahydrobenzo[f]-quinolin-3(2H)-one with melting point 228°-230° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04883815
Source datasetuspto-grants-1989_11
ORD IDord-cc85e2db7142473394fe502977c273ba
Source noteuspto-grants-1989_11