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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528084Generated: October 30, 2026

Triphenylphosphine → HCID 86686565, compound

https://huagongshe.com/reaction/1528084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-nitro-1H-pyrazoleHCID 16376—
ReactantDicyclopropylmethanolHCID 84336—
ReactantDIAD tolueneHCID 66880968—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86686565HCID 8668656517.9%

Reaction Steps

To a solution of 4-nitro-1H-pyrazole (500 mg), dicyclopropylmethanol (0.92 g) and triphenylphosphine (2.3 g) in THF (10 mL) was added diisopropyl azodicarboxylate toluene (1.9M, 4.6 mL) solution at room temperature. The reaction mixture was stirred at room temperature for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. A suspension of the obtained residue and palladium on carbon (1 g) in methanol (30 mL) was stirred at room temperature for 12 hr under a hydrogen atmosphere, filtered, and concentrated under reduced pressure. The residue was purified by preparative HPLC to give the title compound (140 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090586B2
Source datasetuspto-grants-2015_07
ORD IDord-54b41e3b59524d6786f01fef0bdae612
Source noteuspto-grants-2015_07