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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 650336Generated: October 29, 2026

Pyridine → HCID 22941789, compound

https://huagongshe.com/reaction/650336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantHCID 22941788HCID 22941788—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22941789HCID 22941789—

Reaction Steps

A solution of 21.3 g of 17β-acetoxy-7α-(5-acetoxypentyl)-estra-1,3,5(10)-trien-3-ol in 213 ml of tetrahydrofuran is allowed to stand with 21.3 ml of 3,4-dihydro-2H-pyran and 1.065 g of p-toluenesulfonic acid for 8 hours at room temperature. The reaction solution is mixed with 3 ml of pyridine, then diluted with diethyl ether, washed with water and dried. The residue that is obtained after the concentration by evaporation is chromatographed on silica gel, and 24.3 g of 17β-acetoxy-7α-(5-acetoxypentyl)-3-(tetrahydropyran-2-yloxy)-estra-1,3,5(10)-triene is obtained as oil. [α]D22=+31.5°(c=0.535% in chloroform)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06271403B1
Source datasetuspto-grants-2001_08
ORD IDord-1be727cdc0794735952612fcdf96d64f
Source noteuspto-grants-2001_08