HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86589153, compound → tert-butyl 6-(1-aminoethyl)-3,4-dihydro-2H-quinoline-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86589153 | HCID 86589153 | — |
| Catalyst | Hydroxy-nickel | HCID 444642 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl 6-(1-aminoethyl)-3,4-dihydro-2H-quinoline-1-carboxylate | HCID 67550893 | 60% |
Reaction Steps
A solution of 6-(1-hydroxyimino-ethyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester (1.0 g, 3.44 mmol), dissolved in MeOH (50 mL), was hydrogenated under a pressure of 40 psi in the presence of 50% RaNi/H2O (3 mL) for 5 hours. The catalyst was filtered off and the solvent evaporated. The crude amine was purified by chromatography (SiO2, 15% of 2.0M NH3/MeOH in CH3CN) to give 0.57 g (60%) of the title compound as a white solid. m.p: 73-75° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-d861de6357594bf988fc83876a58ee5c |
| Source note | uspto-grants-2004_12 |