HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225699Generated: October 30, 2026
Sodium hydride → 4-[[2-(Cyclohexyloxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester
https://huagongshe.com/reaction/2225699
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | p-Toluenesulfonate | HCID 85570 | — |
| Reactant | 2-(Cyclohexyloxy)ethanol | HCID 224775 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[[2-(Cyclohexyloxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester | HCID 54321041 | — |
Reaction Steps
A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with the tosylate prepared from 2-(cyclohexyloxy)ethanol (1.49 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 (diethyl ether-hexane; 1:1) to provide 0.9 g of pure 4-[[2-(cyclohexyloxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester as an oil.
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-4dd0bb32891f4f92a5c14255a7af0fa9 |
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| Source note | uspto-grants-1994_09 |
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