HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydrofuran → Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydrofuran | HCID 70934 | — |
| Reactant | Methyl 2-(difluoromethyl)-4-isobutyl-5-mercapto-6-(trifluoromethyl)-3-pyridinecarboxylate | HCID 9974711 | — |
| Catalyst | 2-Methylbenzenesulfonic acid | HCID 6925 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate | HCID 22668859 | 68% |
Reaction Steps
A mixture of 7.07 g (0.021 mol) of compound 7, 2.92 g (0.042 mol) of dihydrofuran, and catalytic toluenesulfonic acid (9 mg) in 80 ml of ether was stirred overnight. The reaction mixture was concentrated in vacuo, and the residue was purified by HPLC (20% EtOAc in hexane) to give 5.82 g (68%) of the desired product as a yellow oil, n25D 1.5803.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794396B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-167fcf480d8c4184af8fde52878fe624 |
| Source note | uspto-grants-2004_09 |