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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164827Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 14652778, compound

https://huagongshe.com/reaction/1164827

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantHCID 14652777HCID 14652777—
SolventDichloromethaneHCID 6344—
ProductHCID 14652778HCID 1465277887.8%

Reaction Steps

A solution of 2,6-diethyl-4-(4-fluorophenyl)-5-(hydroxymethyl)-3-pyridinecarboxylic acid, methyl ester (10.0 g, 0.0315 mol), dihydropyran (4.3 ml, 0.0473 mol) and 6.17 g of p-toluene sulfonic acid was stirred (25° C.) for 24 hours, taken up in dichloromethane (400 ml), washed with saturated NaHCO3 (1×170 ml), washed with brine (1×170 ml), dried (MgSO4), and chromatographed on silica (85:15 hexane:ethyl acetate) to yield 11.1 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04906624
Source datasetuspto-grants-1990_03
ORD IDord-2834b4d46424437d86fb9ccbbb7bc6b0
Source noteuspto-grants-1990_03