Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443651Generated: October 26, 2026

Hexane → Ethyl 4-[2-(1,2,3,4-tetrahydro-5-naphthyloxy)ethylamino]benzoate

https://huagongshe.com/reaction/443651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantSodium hydrideHCID 24758—
Reactant5,6,7,8-Tetrahydro-1-naphtholHCID 68258—
ReactantEthyl 4-(2-bromoethylamino)benzoateHCID 23468291—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductEthyl 4-[2-(1,2,3,4-tetrahydro-5-naphthyloxy)ethylamino]benzoateHCID 23468308—

Reaction Steps

To a slurry of 2.3 g. of 57% sodium hydride-in-oil (previously washed free of oil with hexane) in 20 ml. of dimethoxyethane is added 7.4 g. of 1,2,3,4-tetrahydro-5-naphthol in 20 ml. of dimethoxyethane and then 13.6 g. of ethyl 4-(2-bromoethylamino)benzoate. After refluxing for 6 hours and dilution with 300 ml. of water, the solid is collected and recrystallized from acetonitrile, m.p. 133°-135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04260816
Source datasetuspto-grants-1981_04
ORD IDord-0f9d53abd0f442ee8124995903aa692c
Source noteuspto-grants-1981_04