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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635078Generated: November 4, 2026

p-Toluenesulfonic acid → methyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionate

https://huagongshe.com/reaction/1635078

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 3,3-diphenyloxirane-2-carboxylateHCID 10587027—
ReactantN,N-Dibutyl-2-hydroxyacetamideHCID 11008655—
SolventDichloromethaneHCID 6344—
Productmethyl 2-hydroxy-3-(N,N-dibutylcarbamoylmethoxy)-3,3-diphenylpropionateHCID 1867562445.7%

Reaction Steps

1.3 g of N,N-di-n-butyl-2-hydroxyacetamide and 1.8 g of methyl 2,3-epoxy-3,3-diphenylpropionate were dissolved in 30 ml of methylene chloride and, while cooling in ice, a catalytic amount of p-toluenesulfonic acid was added. The mixture was stirred at room temperature for 24 hours and then added to sodium bicarbonate solution, the organic phase was separated off and dried over magnesium sulfate, and the solvent was distilled off. The residue was purified by chromatography, and 1.4 g of an oil were isolated and were immediately reacted further.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509341B1
Source datasetuspto-grants-2003_01
ORD IDord-e2e290b282f44aa7a353a227f68aaac6
Source noteuspto-grants-2003_01