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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747315Generated: November 2, 2026

Triphenylphosphine → HCID 59497686, compound

https://huagongshe.com/reaction/1747315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-NaphthalenemethanolHCID 20908—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 100278—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59497686HCID 5949768689.3%

Reaction Steps

To a solution of 1-isopropenylbenzimidazolone (1.0 g, 5.7 mmol) in dry THF (80 mL) are added triphenylphosphine (1.8 g, 6.9 mmol) and naphthalen-1-yl-methanol (1.1 g, 6.9 mmol). Then diisopropyl azodicarboxylate (1.4 mL, 6.9 mmol) is added drop wise into the above solution at room temperature. The mixture is stirred for 16 hrs and then the solvent is removed under vacuum. The residue is purified by flash column chromatography using 10% EtOAc in hexanes to give 1.6 g (89%) of 1-isopropenyl-3-naphthalen-1-ylmethyl-1,3-dihydro-benzimidazol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-deddd4b417684acc9696749a9bb571b1
Source noteuspto-grants-2015_10