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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2248954Generated: October 31, 2026

Methanol → Methyl 1-(methylamino)cyclopropanecarboxylate hydrochloride

https://huagongshe.com/reaction/2248954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1-methylamino-cyclopropane-1-carboxylic acidHCID 386197—
ProductMethyl 1-(methylamino)cyclopropanecarboxylate hydrochlorideHCID 1999533586.6%

Reaction Steps

86.5 g (1.2 mol) of thionyl chloride were added dropwise to 300 ml of methanol at -10° C., and thereafter 36.9 g (0.32 mol) of 1-methylamino-cyclopropane-1-carboxylic acid were introduced in portions. Stirring was carried out for 5 hours at room temperature, and the mixture was allowed to stand overnight. The mixture was worked up by filtering it, evaporating down the filtrate in vacuo and heating the residue together with 7 g of active carbon for 10 minutes in methanol. After filtration and evaporation, 45.9 g (86.6% of theory) of methyl 1-methylamino-cyclopropane-1-carboxylate hydrochloride were obtained as a yellowish viscous oil of refractive index nD23.5 : 1.4798.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05041612
Source datasetuspto-grants-1991_08
ORD IDord-4c92e9f41b4d4213b43a084e94c35d08
Source noteuspto-grants-1991_08