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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118660Generated: November 1, 2026

Dimethylformamide → 1-(2-Naphthyloxy)-8-chlorooctane

https://huagongshe.com/reaction/2118660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-NaphtholHCID 8663—
ReactantPotassium CarbonateHCID 11430—
Reactant8-Chlorooctyl 4-methylbenzene-1-sulfonateHCID 13957272—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product1-(2-Naphthyloxy)-8-chlorooctaneHCID 13520539—

Reaction Steps

A mixture of 17.5 g 2-naphthol, 32.0 g of 1-chloro-8-(p-toluenesulphonyloxy)octane, 32.0 g of anhydrous potassium carbonate and 200 ml of DMF was stirred at 60° for 4 hours. Water and ether were then added, the ethereal solution was separated, and washed with water and dilute aqueous potassium hydroxide, then dried and evaporated. The residue was chromatographed on silica gel, eluting with 3:2 hexane: dichloromethane, to afford the title compound as a solid, mp 35°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04680300
Source datasetuspto-grants-1987_07
ORD IDord-32f52dab365044f99921d7d1dfd0cd84
Source noteuspto-grants-1987_07