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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783930Generated: October 30, 2026

Pyrazole → 1-(2-Tetrahydropyranyl)-1H-pyrazole

https://huagongshe.com/reaction/1783930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
Reactant3,4-dihydro-2H-pyranHCID 8080—
CatalystTrifluoroacetic acidHCID 6422—
CatalystSodium hydrideHCID 24758—
Product1-(2-Tetrahydropyranyl)-1H-pyrazoleHCID 21866310104.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

1H-Pyrazole (14.3 g, 0.21 mol) is dissolved in 3,4-dihydro-2H-pyran (26.74 g, 0.32 mol) in the presence of a catalytic amount of TFA (0.1 mL, 1.3 mmol). The reaction mixture is stirred at 95° C. for 5 hours, cooled and then quenched using NaH (0.2 g, 5 mmol). The solvent is removed to give the title compound as a brown oil (33.3 g, 99%), which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501411B2
Source datasetuspto-grants-2009_03
ORD IDord-8f528335182e4588bf47d51a6b6245a2
Source noteuspto-grants-2009_03