HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Acetate → l-Ethyl 6,7-dimethoxy-3-aminomethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Racemic Ethyl 6,7-Dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate | HCID 70638946 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | l-Ethyl 6,7-dimethoxy-3-aminomethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate | HCID 53673004 | 46% |
Reaction Steps
The less polar diasteriomer from the reaction of racemic ethyl 6,7-dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate with d-1-(1-naphthyl)ethylamine (see Example 18) was treated with ammonium acetate, according to the procedure of Example 19. This afforded a 46% yield of the title compound, m.p. 92°-95° C., [α]D25 = -91.52° (0.2% in CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04013662 |
| Source dataset | uspto-grants-1977_03 |
| ORD ID | ord-396ae1dd621e46e78428ade72588a36f |
| Source note | uspto-grants-1977_03 |