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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515102Generated: November 4, 2026

Triphenylphosphine → 4-[(3,4-Dichlorophenyl)methoxy]-3-nitrobenzaldehyde

https://huagongshe.com/reaction/1515102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3,4-Dichlorobenzyl alcoholHCID 15728—
Reactant4-Hydroxy-3-nitrobenzaldehydeHCID 18169—
ReactantDiethylazodicarboxylate tolueneHCID 66777355—
SolventTetrahydrofuranHCID 8028—
Product4-[(3,4-Dichlorophenyl)methoxy]-3-nitrobenzaldehydeHCID 459180440.2%

Reaction Steps

4-Hydroxy-3-nitrobenzaldehyde (448 mg, 2.68 mmol), 3,4-dichlorobenzyl alcohol (665 mg, 3.76 mmol), and triphenylphosphine (980 mg, 3.74 mmol) were dissolved in tetrahydrofuran (8 mL), and a diethyl azodicarboxylate toluene solution (2.2 M, 1.71 mL, 3.76 mmol) was slowly added dropwise thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at room temperature for 2 hours. The solvent was distilled off under reduced pressure, and the resulting residue was washed with hexane/dichloromethane (6/1 (v/v)), whereby the objective title compound was obtained as a yellow solid (351 mg, yield: 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-b2b561c1997c4144bcc4bb3563cdf97a
Source noteuspto-grants-2012_07