HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700336Generated: October 26, 2026
Piperidine → 5-(2-Cyanoethyl) 3-benzyl 4-(3-chlorophenyl)-2-dimethoxymethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
https://huagongshe.com/reaction/1700336
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Reactant | 2-Cyanoethyl 3-aminocrotonate | HCID 13671410 | — |
| Reactant | Benzyl 4,4-dimethoxy-3-oxobutyrate | HCID 18318278 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-(2-Cyanoethyl) 3-benzyl 4-(3-chlorophenyl)-2-dimethoxymethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate | HCID 70155198 | — |
Reaction Steps
3.84 g (7.52 mmol) of benzyl 4,4-dimethoxy-3-oxobutyrate, 1.30 ml (11.5 mmol) of 3-chlorobenzaldehyde and 0.114 ml of piperidine were heated under reflux in 11.5 ml of benzene overnight while water was removed. The reaction solution was washed with water and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue thus obtained and 1.77 g (11.5 mmol) of 2-cyanoethyl 3-aminocrotonate were heated at 70° C. under stirring in 57.5 ml of 2-propanol overnight. The reaction mixture was then heated at 120° C. under stirring under atmospheric pressure for 4 hours while 2-propanol was evaporated. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06350762B1 |
|---|
| Source dataset | uspto-grants-2002_02 |
|---|
| ORD ID | ord-b61d2bee8c8f405ebd5a6f871d7d3521 |
|---|
| Source note | uspto-grants-2002_02 |
|---|