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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330679Generated: October 25, 2026

(Triphenylphosphoranylidene)acetaldehyde → 5,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienal

https://huagongshe.com/reaction/330679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Triphenylphosphoranylidene)acetaldehydeHCID 75051—
Reactant3,3-Bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenalHCID 14723994—
SolventBenzeneHCID 241—
Product5,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienalHCID 5420737689.9%

Reaction Steps

A solution of 3,3-bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenal (1.35 g, 3.8 mmoles) and triphenylphosphoranylidene acetaldehyde (1.16 g, 3.8 mmoles) in benzene was heated at reflux for 3 hours. The solvent was removed and the residue purified by column chromatography on silica gel eluting with 1% (v/v) methanol in methylene chloride. The fractions containing material having Rf =0.9 [methanol-methylene chloride; 1:20 (v/v)] were combined and concentrated to give 1.3 g of the title compound; m.p.=88°-108° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04897490
Source datasetuspto-grants-1990_01
ORD IDord-061e661d2275460794776c7cf21ff1e3
Source noteuspto-grants-1990_01