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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222781Generated: October 25, 2026

1-Fluoronaphthalene → N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine D-tartrate

https://huagongshe.com/reaction/222781

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-FluoronaphthaleneHCID 9450—
ReactantPotassium HydroxideHCID 14797—
Reactant3-(Dimethylamino)-1-(2-thienyl)-1-propanolHCID 11586409—
ReactantPotassium (2S,3S)-3-carboxy-2,3-dihydroxypropanoateHCID 23687508—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductN,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine D-tartrateHCID 86625060—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of N,N-dimethyl-3-hydroxy-3-(2-thienyl)propylamine (185 g, 1 mole), potassium hydroxide (112 g, 2 moles) and 1-fluoronaphthalene (146 g, 1 mole) in dimethylsulfoxide (1000 ml) is stirred at 110° C. for 2 hours. After cooling down to 20° C., the mixture is filtered, diluted with water (3 l), monopotassium D-tartrate (188 g, 1 mole) is added, and the mixture is stirred at 80° C. for 0.5 hour. After cooling down, the precipitated product is sucked off, washed with water and dried. Yield: 328 g (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207356B2
Source datasetuspto-grants-2012_06
ORD IDord-51d09cc9bfbf42e897aa48296642bb8c
Source noteuspto-grants-2012_06