HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-(5-Cyclopropyl-2-isoxazolin-3-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethenylcyclopropane | HCID 136498 | — |
| Reactant | Pyridine-4-carbonyl chloride | HCID 417436 | — |
| Product | 4-(5-Cyclopropyl-2-isoxazolin-3-yl)pyridine | HCID 21537885 | — |
Reaction Steps
To a stirred mixture containing 3.8 g. of isonicotinoyl chloride, oxime hydrochloride and 1.4 g. of vinylcyclopropane in 100 ml. of ethanol is added dropwise over a 1 hour period, a solution 4.1 g. of triethylamine in 40 ml. of ethanol. The reaction is stirred for 1 hour and then the solvent is removed under reduced pressure. The residue is extracted with ether and the ether solution is dried over sodium sulfate. The solution is filtered and then the solvent is removed giving a yellow solid. The solid is recrystallized from ethanol giving white crystals, melting point 102°-108°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03957805 |
| Source dataset | uspto-grants-1976_05 |
| ORD ID | ord-9d0a7d514cfc41bdb84fbc60e815f3de |
| Source note | uspto-grants-1976_05 |