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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66604Generated: October 26, 2026

Hydrochloric Acid → 1-[2-Chloro-4-(2-diethylaminoethoxy)phenyl]-2-methylene-1-butanone

https://huagongshe.com/reaction/66604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1-[2-Chloro-4-(2-diethylaminoethoxy)phenyl]-1-butanoneHCID 13052371—
Product1-[2-Chloro-4-(2-diethylaminoethoxy)phenyl]-2-methylene-1-butanoneHCID 13052372—

Reaction Steps

A mixture of 8.9 g. (0.03 mole) of 1-[2-chloro-4-(2-diethylaminoethoxy)phenyl]-1-butanone, 2.7 g. (0.033 mole) of dimethylamine hydrochloride, 1.8 g. (0.06 mole) of paraformaldehyde and 5 ml. of concentrated hydrochloric acid is heated on the steam bath for 2 hours. The mixture is digested on the steam bath with 700 ml. of water, filtered and the filtrate added to 350 ml. of 10% aqueous sodium bicarbonate. The solution is heated on the steam bath for 1 hr., cooled and extracted with ether. The ether extract is washed with water, dried over sodium sulfate, filtered and evaporated to dryness on the steam bath. The product is obtained upon distillation in vacuo (0.3 mm.) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04342782
Source datasetuspto-grants-1982_08
ORD IDord-f09433f7adb14145a79980c356699f18
Source noteuspto-grants-1982_08