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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485300Generated: October 30, 2026

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

https://huagongshe.com/reaction/485300

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 2-naphthol (17.5 g), 1-(p-toluenesulphonyloxy)-8-chlorooctane (32.0 g), anhydrous potassium carbonate (32.0 g) and dimethylformamide (200 ml) was stirred at 60° for 4 hours. Water and ether were then added, and the ethereal solution was washed with water and dilute aqueous potassium hydroxide, then dried and evaporated. The residue was chromotographed 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 numberUS04536503
Source datasetuspto-grants-1985_08
ORD IDord-900b0bf7f81e4a29bbbf1077fe4da1c3
Source noteuspto-grants-1985_08