HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanide → HCID 86717868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanide | HCID 5975 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Isovanillin | HCID 12127 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86717868 | HCID 86717868 | — |
Reaction Steps
The protected 3-hydroxy-4-methoxy-benzaldehyde, anhydrous ethanol, benzyl amine and acetic acid were sequentially added into a three-necked flask, dissolved with stirring, and reacted at reflux. Subsequently, potassium carbonate, isonitrile and tetrahydrofuran were successively added. The mixture was reacted at 50° C. with stirring. After cooling, the ethanol was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give a solid. Then, the solid was subjected to reduction over palladium on carbon and ammonium formate using methanol as a solvent to afford the desired product, as a white solid, melting point: 181.1˜182.4° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139574B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-9c0d809148404c729989f94cbf3dbfc5 |
| Source note | uspto-grants-2015_09 |