HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 19607986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 18919728 | HCID 18919728 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19607986 | HCID 19607986 | 56.9% |
Reaction Steps
To 4-oxo-1-[4-(3,5-dichlorobenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline(0.7 g) are added tetrahyrdofuran (10 ml) and methanol (10 ml). To the mixture is added sodium borohydride (0.1 g) in portions and the mixture is stirred at room temperature for 1 hour. Water is added to the reaction mixture and the mixture is extracted with dichloromethane. The solvent is concentrated and the resulting residue is purified by silica gel column chromatography (eluent; dichloromethane→dichloromethane:methanol=20:1), and recrystallized from ethanol to give 4-hydroxy-1-[4-(3,5-dichlorobenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (0.4 g) as white powder, m.p. 215°-217° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05559230 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-88fa5259a3c94fd1884ce0e35cc5d4b8 |
| Source note | uspto-grants-1996_09 |