HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Ethyl Ketone → ethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Ethyl Ketone | HCID 6569 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | 2-Chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole | HCID 10959800 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | ethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotate | HCID 18174717 | 69.2% |
Reaction Steps
A mixture of 2-chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole (378 mg), ethyl isonipecotate (1.57 g) and 2-butanone (10 ml) was stirred with heating under reflux for 6 hours. The reaction mixture was diluted with ethyl acetate (100 ml), and the organic layer was washed with a 10% aqueous solution of citric acid (50 ml) and dried over anhydrous magnesium sulfate. After the organic layer was concentrated, the residue was recrystallized from ethyl acetate-hexane to give ethyl N-[4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-oxazolyl]isonipecotate as pale yellow prisms (345 mg, 69%). Melting point 80-81° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396848B1 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-429e8ca74fcf4201972fb44753d12603 |
| Source note | uspto-grants-2008_07 |