HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 5-Isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-3-methoxyethoxycarbonyl-4-(3-ethynylphenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-Methoxyethyl acetoacetate | HCID 89734 | — |
| Reactant | 3-Ethynylbenzaldehyde | HCID 2771644 | — |
| Reactant | 2-Butenoic acid, 3-amino-, 1-methylethyl ester | HCID 11137274 | — |
| Product | 5-Isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-3-methoxyethoxycarbonyl-4-(3-ethynylphenyl)pyridine | HCID 19813419 | 53% |
Reaction Steps
In 30 ml of dry ethyl alcohol was dissolved 1.3 g (10 mmol) of 3-ethynylbenzaldehyde, and 1.43 g (10 mmol) of isopropyl 3-aminocrotonate and 1.6 g (10 mmol) of methoxyethyl acetoacetate were successively added thereto at room temperature. The admixture was reacted under reflux with heating for 12 hours. After completing the reaction, the reaction solution was distilled away under reduced pressure and purified by subjecting to silica gel column chromatography [eluent: n-hexane-chloroform (1 : 1) to chloroform]to give 2.1 g of the chloroform (1 : 1) to chloroform] to give 2.1 g of the desired compound (yield: 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05158963 |
| Source dataset | uspto-grants-1992_10 |
| ORD ID | ord-d5704b7d097b4eca9c81603ae798a68b |
| Source note | uspto-grants-1992_10 |