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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793466Generated: October 25, 2026

P-Anisidine → (4-Methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amine

https://huagongshe.com/reaction/1793466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-Naphthyloxy)-1-chloropropaneHCID 11687205—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product(4-Methoxyphenyl)-(3-(naphthalen-2-yloxy)propyl)amineHCID 9839556—

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of anhydrous potassium carbonate (10 gm, in excess) and p-anisidine (0.42 gm, 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 135° 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-(4-methoxyphenyl)-[3-(naphthalen-2-yloxy)propyl]amine yellow solid, m.p. 110° C., (yield 0.66 gm, 95.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07081465B2
Source datasetuspto-grants-2006_07
ORD IDord-a0ba771660de423884499ae8eb049417
Source noteuspto-grants-2006_07