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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1078356Generated: October 26, 2026

1-Bromo-3-chloropropane → N-(3-Chloropropyl)-3,4-dimethoxy-N-methylphenethylamine

https://huagongshe.com/reaction/1078356

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
ReactantN-MethylhomoveratrylamineHCID 77039—
SolventDimethylformamideHCID 6228—
ProductN-(3-Chloropropyl)-3,4-dimethoxy-N-methylphenethylamineHCID 577693—

Reaction Steps

29 ml of 1-bromo-3-chloropropane were dissolved in 300 ml of dimethylformamide and 24 g of potassium carbonate were added to the solution. A solution of 18 g N-[2-(3,4-dimethoxyphenyl)-ethyl]-N-methylamine in 50 ml of dimethylformamide were added to the reaction mixture with stirring, dropwise within 2 hours. Then the reaction mixture was stirred for another hour. Then the salts formed were filtered off. The filtrate was concentrated at a maximum bath temperature of 50° C. The residue was dissolved in 200 ml of 0.5 m citric acid solution and the solution was extracted to remove unreacted bromochloropropane with methyl-tert-butyl ether. The aqueous phase was then made slightly alkaline by adding sodium hydrogen carbonate and extracted several times with ethyl acetate. Then the combined ethyl acetate extracts were dried with magnesium sulfate and concentrated. 21 g of 3-[N-(2-(3,4-dimethoxyphenyl)-ethyl)-N-methylamino]-propyl chloride were obtained as the residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05547967
Source datasetuspto-grants-1996_08
ORD IDord-0177ce9340bb4430bfbc5c730d0f9a69
Source noteuspto-grants-1996_08