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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265606Generated: November 2, 2026

3,4-dihydro-2H-pyran → HCID 69689153, compound

https://huagongshe.com/reaction/1265606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 69689226HCID 69689226—
SolventEthyl AcetateHCID 8857—
ProductHCID 69689153HCID 69689153—

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of 3-[5-(2-hydroxy-ethyl)-[1,3,4]thiadiazol-2-yl]-benzoic acid methyl ester (1.86 g), dihydropyrane (0.95 mL) and p-toluenesulfonic acid hydrate (0.13 g) in AcOEt (25 mL) was stirred at 20° C. for 1 h. The solution was diluted with AcOEt, washed with 5% NaHCO3 solution and with brine, dried and evaporated in vacuum. The residual oil was purified by chromatography on silica gel using AcOEt/hexane (1:2) as eluent to give 3-{5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-[1,3,4]thiadiazol-2-yl]-benzoic acid methyl ester (1.60 g) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-d1608124778a449a8e93174d2194c657
Source noteuspto-grants-2003_04