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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849955Generated: November 1, 2026

Ethanol → 1-(2-Methoxyethoxy)naphthalene

https://huagongshe.com/reaction/1849955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1-NaphtholHCID 7005—
Reactant2-Chloroethyl methyl etherHCID 12316—
ReactantSodium HydroxideHCID 14798—
CatalystSodium IodideHCID 5238—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(2-Methoxyethoxy)naphthaleneHCID 2065917177.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

Under a nitrogen atmosphere, a mixed solution of 1500 g of 1-naphthol, 1032 g of 2-methoxyethyl chloride, 460 g of sodium hydroxide, 78 g of sodium iodide, and 3000 g of ethanol was stirred for 37 hours with heating at 80° C. After cooling, 3000 g of water and 5000 g of toluene were added to the mixed solution, and then the organic layer was separated and washed by 1800 g of an aqueous sodium hydroxide (concentration of 5% by mass) for five times. Then, after washed by 1800 g of water for four times, the organic layer was concentrated to obtain 1835 g of an oily substance. This was distilled under reduced pressure (at 110° C. and 13 Pa) to obtain 1637 g of the intended product (Yield 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08956803B2
Source datasetuspto-grants-2015_02
ORD IDord-32604d41b6e6484aadd5edc24e2df79e
Source noteuspto-grants-2015_02