Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225667Generated: November 1, 2026

Sodium hydride → HCID 54411931, compound

https://huagongshe.com/reaction/2225667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethanesulfonateHCID 85257—
ReactantBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
ReactantHCID 15101262HCID 15101262—
SolventDimethylformamideHCID 6228—
ProductHCID 54411931HCID 5441193163.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with the mesylate of 2-(3,4,5-trimethoxyphenoxy)ethanol (1.8 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. The material form dichloromethane extraction was purified by HPLC (dichloromethane-diethyl ether, 50:1) and crystallized from dichloromethane-hexane to provide 1 g of 4-[[2-(3,4,5-trimethoxyphenoxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester, mp 82°-83° C. Analysis Calculated for C20H22O8 : C, 61.53; H, 5.68. Found: C, 60.82; H, 5.71.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-193ed7e272fd4f41b25010c09dd0d05d
Source noteuspto-grants-1994_09