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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451428Generated: October 30, 2026

p-Toluenesulfonic acid monohydrate → 2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol

https://huagongshe.com/reaction/451428

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2-Chloro-4-(4-chloro-benzyl)-6-(1-methyl-1-trimethylsilanyloxy-ethyl)-pyrimidineHCID 86656703—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-olHCID 8665670177%

Reaction Steps

A solution of 2-chloro-4-(4-chloro-benzyl)-6-(1-methyl-1-trimethylsilanyloxy-ethyl)-pyrimidine (3.69 g, 10.0 mmol) and toluene-4-sulfonic acid monohydrate (0.19 g, 1.0 mmol) in 90% aqueous tetrahydrofuran (40 mL) was stirred at 20° C. for 2 h. The solution was diluted with ethyl acetate and washed successively with saturated sodium hydrogencarbonate solution and with brine. The organic layer was dried over sodium sulfate and evaporated under reduced pressure. The residual oil was crystallized from cyclohexane to give the title compound (2.28 g, 77%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-6f734aee6f914c0bb343501721127eaf
Source noteuspto-grants-2013_07