HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Triphenylphosphoranylidene)acetaldehyde → 5,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Triphenylphosphoranylidene)acetaldehyde | HCID 75051 | — |
| Reactant | 3,3-Bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenal | HCID 14723994 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 5,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienal | HCID 54207376 | 89.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04897490 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-061e661d2275460794776c7cf21ff1e3 |
| Source note | uspto-grants-1990_01 |