HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200822Generated: October 26, 2026
Methyl p-toluenesulfonate → Methyl 3-methoxy-2,2-dimethylpropanoate
https://huagongshe.com/reaction/2200822
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl p-toluenesulfonate | HCID 6645 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 3-hydroxypivalate | HCID 84152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Water hexane | HCID 22114717 | — |
| Product | Methyl 3-methoxy-2,2-dimethylpropanoate | HCID 14302192 | 55% |
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 methyl 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 the solution, which was then stirred, after which water was removed therefrom. The resulting organic material was concentrated, and the residue was fractionated at 700 Pa and 93° C., thereby obtaining the intermediate 3-methoxy-2,2-dimethylpropionic acid methyl ester at a yield of 55%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359383B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-4391fcca73704781b41fcbedfa8e3e0f |
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| Source note | uspto-grants-2016_06 |
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