HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → 2-Phthalimidomethyl-6-methyl-4-(phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | 2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- | HCID 643756 | — |
| Reactant | Ethyl 4-(1,3-dioxoisoindolin-2-YL)-3-oxobutanoate | HCID 701239 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Phthalimidomethyl-6-methyl-4-(phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester | HCID 70588903 | 75% |
Reaction Steps
A solution of 10.6 g of benzaldehyde, 28 g of phthalimidoacetoacetic acid ethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 150 ccs of ethanol is heated under reflux for 2×24 hours, the mixture is stirred overnight at room temperature and the precipitate is filtered off and washed with alcohol and ether. Light yellow crystals of melting point 169°-170° C. are obtained in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04188395 |
| Source dataset | uspto-grants-1980_02 |
| ORD ID | ord-373602fb6c314dc180d17ff52bea214b |
| Source note | uspto-grants-1980_02 |