HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178499206, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 2-Methyl-6-(trifluoromethyl)nicotinoyl chloride | HCID 2775675 | — |
| Reactant | Methyl 2-hydroxy-1-methoxy-5-methyl-4-oxocyclohex-2-enecarboxylate | HCID 18755506 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178499206 | HCID 178499206 | — |
Reaction Steps
2.23 g of fresh 2-methyl-6-trifluoromethylnicotinoyl chloride are added to a mixture of 2.14 g of methyl 2-hydroxy-1-methoxy-5-methyl-4-oxocyclohex-2-enecarboxylate and 2.02 g of triethylamine in 30 ml of acetonitrile. After approximately 30 minutes, 0.065 g of potassium cyanide is added and the mixture is stirred for 18 hours. At pH 2, the mixture is subsequently partitioned between water and ethyl acetate, dried over magnesium sulfate and evaporated. Filtration on silica gel (mobile phase ethyl acetate/methanoltriethylamine 85:10:5) gives the pure methyl 2-hydroxy-1-methoxy-methyl-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)-4-oxocyclohex-2-enecarboxylate as a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534445B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-a1be791e6a924c74b01f5b2d669397ff |
| Source note | uspto-grants-2003_03 |