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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198849Generated: October 27, 2026

2-Naphthol → 1-(beta-Naphthoxy)-2-benzyloxy-3-(iso-propylamino)-propane

https://huagongshe.com/reaction/2198849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphtholHCID 8663—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(Iso-propyl)-3-benzyloxyazetidineHCID 20517324—
SolventDiethyl EtherHCID 3283—
Product1-(beta-Naphthoxy)-2-benzyloxy-3-(iso-propylamino)-propaneHCID 1305571384%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 17.3 parts of β-naphthol, 20.5 parts of 1-(iso-propyl)-3-benzyloxyazetidine, and 1.1 parts of potassium hydroxide was heated under nitrogen gas at 180° C. for 8 hours with agitation. The reaction mixture was cooled and dissolved in 100 parts of ether. The solution was washed with 50 parts of 2 N-sodium hydroxide aqueous solution and dried over anhydrous sodium sulfate. Ether was distilled off and the residue was subjected to distillation to yield 29.3 parts of 1-(β-naphthoxy)-2-benzyloxy-3-(iso-propylamino)-propane boiling at 185°-190° C. under 1 mm Hg. The yield was 84%. The results of infra-red spectrum analysis and nuclear magnetic resonance analysis of the product are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04360464
Source datasetuspto-grants-1982_11
ORD IDord-6c6a0b572b6e4481a4cfbdbdde09fd0f
Source noteuspto-grants-1982_11