HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200783Generated: October 27, 2026
Ethyl p-methylbenzenesulfonate → 3-Ethoxy-2,2-dimethylpropionic acid methyl ester
https://huagongshe.com/reaction/2200783
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl p-methylbenzenesulfonate | HCID 6638 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 3-hydroxypivalate | HCID 84152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Water hexane | HCID 22114717 | — |
| Product | 3-Ethoxy-2,2-dimethylpropionic acid methyl ester | HCID 59268014 | 34% |
Reaction Steps
1 mol of sodium hydride was added to the solvent dimethylformamide, and 1 mol of hydroxypivalic acid methyl ester was added thereto while the temperature of the solution did not exceed 30° C. The solution was stirred at room temperature for 90 minutes. Then, 1.2 mol of p-toluenesulfonic acid ethyl ester was added to the solution while the temperature of the solution did not exceed 30° C. Then, a water/hexane mixture having the same mass as that of the dimethylformamide was added to and mixed with the solution, after which water was removed therefrom. The resulting organic material was concentrated, and the residue was fractionated at atmospheric pressure and 108˜111° C., thereby obtaining the intermediate 3-ethoxy-2,2-dimethylpropionic acid methyl ester at a yield of 34%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359382B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-b457c3fd8b80449e9cb6faa4e712ec8b |
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| Source note | uspto-grants-2016_06 |
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