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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438379Generated: November 4, 2026

1-Methylimidazole → Ethyl 2-(6-tert-butylpyridin-3-yl)cyclopropanecarboxylate

https://huagongshe.com/reaction/1438379

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantEthyl diazoacetateHCID 12192—
Reactant2-Tert-butyl-5-isopropenylpyridineHCID 67046584—
SolventTolueneHCID 1140—
ProductEthyl 2-(6-tert-butylpyridin-3-yl)cyclopropanecarboxylateHCID 6704662041.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622589B2
Source datasetuspto-grants-2009_11
ORD IDord-24f8c681e5424e208adebf4a593b4e87
Source noteuspto-grants-2009_11