HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 22248055, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Methoxypyrazine-2-carbaldehyde | HCID 15880597 | — |
| Reactant | HCID 22248429 | HCID 22248429 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22248055 | HCID 22248055 | 54.3% |
Reaction Steps
After dissolving 139 mg of (E)-4-[2-(3-methyl-2-thienyl)vinyl]piperidine in 7 ml of tetrahydrofuran, 111 mg of 3-methoxypyrazine-2-carboxaldehyde and 213 mg of sodium triacetoxyborohydride were added while stirring, and the stirring was continued overnight at room temperature. A 1N sodium hydroxide solution was added to the reaction mixture to render it alkaline, and then extraction was performed with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (120 mg, 54% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995144B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-e33a24c57d85442e85e5aae4b597e4d7 |
| Source note | uspto-grants-2006_02 |