HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66688781, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 66685847 | HCID 66685847 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66688781 | HCID 66688781 | — |
Reaction Steps
Ethyl-4-amino-1-(4-chlorobenzoyl)-1,2,5,6-tetrahydropyridine-3-carboxylate (7.0 g) was dissolved in methylene chloride (140 ml), pyridine (6.0 ml) and phenyl chlorocarbonate (6.0 ml) were added under ice cooling, and the resultant mixture was stirred at room temperature for 2 hours. To the reaction solution, water was added and the mixture was extracted with methylene chloride. After the organic layer was washed with citric acid solution and a saturated saline solution, the organic layer was dried over sodium sulfate, filtrated and concentrated. The resultant residue was subjected to medium-pressure column fractionation (solvent; ethyl acetate:hexane=20:80 to 60:40). The titled compound (8.35 g) was obtained as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206173B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-8dc10142443f43ac8ed7ab1786f7cb9f |
| Source note | uspto-grants-2015_12 |