HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylimidazole → Ethyl 2-(6-tert-butylpyridin-3-yl)cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 2-Tert-butyl-5-isopropenylpyridine | HCID 67046584 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 2-(6-tert-butylpyridin-3-yl)cyclopropanecarboxylate | HCID 67046620 | 41.7% |
Reaction Steps
To a toluene (60 ml) solution of 2-tert-butyl-5-isopropenylpyridine (5.96 g, 34 mmol), Co(TPP) (0.69 g, 1.0 mmol) and 1-methyl-1H-imidazole (8.37 g, 102 mmol), ethyl diazoacetate (5.4 g, 48 mmol) was added and the mixture was stirred for 5 minutes at room temperature followed by additional stirring for 1 hour at 80° C. Then, evaporation of the solvent and purification by silica gel column chromatography, eluting with gradually from hexane to hexane/ethylacetate (30:1), gave the title compound (3.51 g, 39%, trans) as white solids.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622589B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-24f8c681e5424e208adebf4a593b4e87 |
| Source note | uspto-grants-2009_11 |