HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225651Generated: November 2, 2026
2-(4-Chlorophenoxy)ethanol → 4-[[2-(4-Chlorophenoxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester
https://huagongshe.com/reaction/2225651
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-(4-Chlorophenoxy)ethanol | HCID 15907 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[[2-(4-Chlorophenoxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester | HCID 54448731 | 60.6% |
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-(4-chlorophenoxy)ethanol (1.25 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. The material from dichloromethane extraction was purified by HPLC (dichloromethane-hexane; 4:1 ) and crystallized from dichloromethane-hexane to provide 0.815 g of 4-[[2-(4-chlorophenoxy) ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester, mp 103°-105° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05344843 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-7d6b3847719647b3be367bc4cd48ee7c |
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| Source note | uspto-grants-1994_09 |
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