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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782012Generated: October 28, 2026

Sodium Methoxide → 8-(Benzyloxy)-2-methoxyquinoline

https://huagongshe.com/reaction/1782012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant8-(Benzyloxy)-2-chloroquinolineHCID 22042234—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Product8-(Benzyloxy)-2-methoxyquinolineHCID 6736648792%

Reaction Conditions

Temperature70 °C

Reaction Steps

The crude 2-chloro-8-benzyloxyquinoline from above was dissolved in toluene (10 mL) and added to a stirred 25 wt % solution of NaOMe in MeOH (50 mL). The reaction solution was heated with stirring overnight at 70° C. After cooling to room temperature, the reaction solution was poured onto ice and extracted with toluene. The combined organic extracts were dried (MgSO4) and concentrated in vacuo to give a colorless oil (6.14 g, 92%). The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498326B2
Source datasetuspto-grants-2009_03
ORD IDord-fa7e0147be2e4f0db41ecde21e4aadae
Source noteuspto-grants-2009_03