HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylimidazole → Ethyl 2-methyl-2-[4-(trifluoromethyl)phenyl]cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 1-Isopropenyl-4-(trifluoromethyl)benzene | HCID 521586 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 2-methyl-2-[4-(trifluoromethyl)phenyl]cyclopropanecarboxylate | HCID 67047022 | 82% |
Reaction Steps
To a toluene (50 ml) solution of 1-isopropenyl-4-(trifluoromethyl)benzene (4.93 g, 26.5 mmol) [Tetrahedron (2003), 59(17), 2999-3002], Co(TPP) (534 g, 0.795 mmol) and 1-methyl-1H-imidazole (6.53 g, 79.5 mmol), ethyl diazoacetate (4.23 g, 37.0 mmol) was added. Then the reaction and the following work-up were carried out accridong to the procedure described in Example 2H. The crude residue was applied to a silica gel chromatography column and eluted with a volume mixture of hexane and EtOAc (20/1) to afford 5.92 g (82% yield, trans) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622589B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-8abe95c690f34dcda3e77d2a622b1482 |
| Source note | uspto-grants-2009_11 |