HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 14685746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Potassium Sodium Tartrate | HCID 9357 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22161780 | HCID 22161780 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14685746 | HCID 14685746 | 93% |
Reaction Steps
To a solution of 4-(N-formyl-N-cyclopropylamino)-8-hydroxymethyl-1-ethyl-1,2,3,4-tetrahydroquinoline (0.34 g) in tetrahydrofuran (10 ml), lithium aluminum hydride (0.10 g) was added under ice-cooling and the mixture was refluxed gently for 1.5 hours. A saturated aqueous solution of Rochelle salt was added to the reaction mixture under ice-cooling, followed by addition of diethyl ether, the mixture was stirred for 1 hour at room temperature. After filtering off the precipitates, the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off to give 4-(N-methyl-N-cyclopropylamino)-8-hydroxymethyl-1-ethyl-1,2,3,4-tetrahydroquinoline (0.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04963566 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-ebd8227d372c438fb52d0867f43aa6f9 |
| Source note | uspto-grants-1990_10 |