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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794270Generated: October 26, 2026

Hydrochloric Acid → 2-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanone

https://huagongshe.com/reaction/1794270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetyl chlorideHCID 6367—
Reactant2-(4-Methoxyphenyl)cyclohexanoneHCID 254292—
ReactantSodium hydroxide methylene chlorideHCID 23721229—
ReactantDimethylammonium ethylene chlorideHCID 86759962—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
Product2-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanoneHCID 22221702—

Reaction Steps

200 g (0.98 mole) of 2-(4-methoxyphenyl)-cyclohexanone from stage 2 and 91 g (1 mole) of dimethylammonium ethylene chloride were stirred in 1000 ml of dry acetonitrile at room temperature. After addition of 1 ml of acetyl chloride the reaction mixture was stirred for a further 3 hours at room temperature, a colourless, clear solution being formed. 2000 ml of dry ether were then added dropwise to the reaction mixture and the hydrochloride crystallised out. 160 g (56% of theory) of colourless crystals were obtained. The base was freed from the hydrochloride with dichloromethane/sodium hydroxide and, after drying the solution, the dichloromethane was removed by distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022739B2
Source datasetuspto-grants-2006_04
ORD IDord-076aa9037c4042dd83e48041a6387a23
Source noteuspto-grants-2006_04