HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Z)-Benzyl 3-aminobut-2-enoate → 3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Z)-Benzyl 3-aminobut-2-enoate | HCID 5368345 | — |
| Reactant | 2-((4-Nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl ester | HCID 54362224 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine | HCID 10718828 | — |
Reaction Steps
A solution of 2-[(4-nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl ester (15.06 g, 52.3 mmol) and benzyl 3-amino-crotonate (10.00 g, 52.3 mmol) in 150 ml of EtOH was refluxed for 36 hrs. After solvent was evaporated, the residue was dissolved in 250 ml of CHCl3, washed with water (2×100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 3-benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine was obtained as a yellow oil (23.4 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211198B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-4ef46c1d71224c798f5b55ce85062ccd |
| Source note | uspto-grants-2001_04 |