HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzaldehyde → HCID 54192322, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Triethyl 4-phosphonocrotonate, mixture of isomers | HCID 5365783 | — |
| Solvent | Tetrahydrofuran toluene | HCID 22635083 | — |
| Product | HCID 54192322 | HCID 54192322 | — |
Reaction Steps
Triethyl 4-phosphonocrotonate is condensed with p-nitrobenzaldehyde in the presence of sodium hydride in toluene/tetrahydrofuran to yield 5-(p-nitrophenyl)-penta-2,4-dienoic acid ethyl ester, m.p. 150°-152°. Hydrogenation in ethyl acetate at one atmosphere pressure and room temperature using Adams catalyst yields ethyl 5-(4-amino-phenyl)-valerate. Condensation with acetonylacetone yields ethyl 5-[4-(2,5-dimethyl-1H-pyrrol-1-yl)-phenyl]-valerate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05096919 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-b689a06698094d22b2e318a7ae837e0d |
| Source note | uspto-grants-1992_03 |