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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166864Generated: October 26, 2026

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

https://huagongshe.com/reaction/2166864

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 numberUS04390537
Source datasetuspto-grants-1983_06
ORD IDord-6e08bfd85b414c0a80e7a060c673ec61
Source noteuspto-grants-1983_06