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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200824Generated: October 31, 2026

Ethyl p-methylbenzenesulfonate → Methyl 3-methoxy-2,2-dimethylpropanoate

https://huagongshe.com/reaction/2200824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl p-methylbenzenesulfonateHCID 6638—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-hydroxypivalateHCID 84152—
SolventDimethylformamideHCID 6228—
SolventWater hexaneHCID 22114717—
ProductMethyl 3-methoxy-2,2-dimethylpropanoateHCID 1430219247%

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 under reduced pressure 76-79° C., thereby obtaining the intermediate 3-methoxy-2,2-dimethylpropionic acid methyl ester at a yield of 47%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359383B2
Source datasetuspto-grants-2016_06
ORD IDord-deb0200c09524eb59aacdb6307a611ce
Source noteuspto-grants-2016_06