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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793472Generated: November 1, 2026

Cyclohexylamine → N-cyclohexyl-[3-(naphthalen-2-yloxy)-propyl]amine

https://huagongshe.com/reaction/1793472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexylamineHCID 7965—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-Naphthyloxy)-1-chloropropaneHCID 11687205—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductN-cyclohexyl-[3-(naphthalen-2-yloxy)-propyl]amineHCID 10401593—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of anhydrous potassium carbonate (10 gm, in excess) and cyclohexylamine (0.29 ml, 0.003 mole) was taken in dry DMSO (40 ml). Now 3-(2-naphthyloxy)-1-chloropropane (0.5 gm, 0.002 mole) was added in it. Reaction mixture was refluxed at 140° C. for 7 hrs and the reaction was completed as checked by TLC. Reaction mixture was poured in distilled water (60 ml) and extracted with ethyl acetate thrice. The organic layer was separated and concentrated to get oily compound which was later crystallized by benzene hexane to get N-cyclohexyl-[3-(naphthalen-2-yloxy)-propyl]amine, solid. m.p. 98° C. (yield 0.61 gm, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07081465B2
Source datasetuspto-grants-2006_07
ORD IDord-ebfa2a55d911477f9e169e9be028ddb7
Source noteuspto-grants-2006_07