HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester → HCID 67254019, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester | HCID 59807535 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67254019 | HCID 67254019 | 79% |
Reaction Steps
To a solution of 2-cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester (13.27 g, 44.4 mmol) in formic acid (100 mL) was added freshly prepared Raney nickel [Al—Ni (1:1), 117 g] and the mixture was heated to reflux with stirring for 2 h. After cooling, the catalyst was removed by filtration and washed with ethanol. The combined filtrates were concentrated to give an oil, which was re-dissolved in DCM and filtered to remove residual solids. Evaporation of solvent gave 4-methyl-5-(2-trifluoromethyl-phenyl)-2,3-dihydro-1H-pyrrole-3-carboxylic acid methyl ester as an oil (10 g, 79%), which was used in the next step without purification. MS (ES): 286 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367667B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5f8b50e898764f64a7e8b884e1cf2e25 |
| Source note | uspto-grants-2013_02 |