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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225669Generated: October 26, 2026

Sodium hydride → alpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl ester

https://huagongshe.com/reaction/2225669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(Chloromethoxy)benzeneHCID 81201—
ReactantBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
SolventDimethylformamideHCID 6228—
Productalpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl esterHCID 5432108162.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (1.0 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.262 g), stirred for 15 minutes and treated with chloromethoxybenzene (1.1 g). The mixture was heated at 60° C. for 1.5 hours and worked up as in Example 20. The material was crystallized from diethyl ether-hexane to provide 1 g of alpha-oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl ester, mp 52°-54° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-2807e102fe724b8499622eb18aa8f504
Source noteuspto-grants-1994_09