HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → [2-(Propan-2-ylsulfanyl)pyridin-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | 2-(Isopropylthio)nicotinic acid | HCID 15247206 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [2-(Propan-2-ylsulfanyl)pyridin-3-yl]methanol | HCID 67085922 | 67% |
Reaction Steps
2-Isopropylsulfanyl-nicotinic acid obtained in Step A was dissolved in THF (50 mL), and the solution was cooled to 0˜5° C. LAH (3.06 g, 80.55 mmol) was added thereto slowly, and the mixture was stirred at 0˜5° C. for 30 minutes and then at room temperature for 2 hours. After the termination of the reaction, saturated sodium sulfate aqueous solution was added thereto and the mixture was stirred for 30 minutes. After the addition of EtOAc, solid material was removed by using cellite. The organic layer was dried with MgSO4, filtrated and concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/3) to obtain the title compound (3.94 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-58ad80a893b540c8ab76d5f2f2dad028 |
| Source note | uspto-grants-2016_09 |