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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491404Generated: October 27, 2026

Water → Ethyl 2-[2-(benzyloxy)ethoxy]isonicotinate

https://huagongshe.com/reaction/491404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-(Benzyloxy) ethanolHCID 12141—
ReactantEthyl 2-bromoisonicotinateHCID 3847769—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-[2-(benzyloxy)ethoxy]isonicotinateHCID 68904984—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of ethyl 2-bromoisonicotinate (575 mg, MATRIX) in THF (25 ml) was added with ethylene glycol monobenzyl ether (710 μl, TCI), cooled to 0° C., and added with potassium t-butoxide (420 mg, TCI), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with purified water (15 ml), and extracted with ethyl acetate (30 ml×2). The organic layers were combined, washed with saturated brine, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Flash, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate ii-01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531533B2
Source datasetuspto-grants-2009_05
ORD IDord-a07367f730934f9f9f4064504dac7871
Source noteuspto-grants-2009_05