HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl formate → 3-Hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Benzyl 6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate | HCID 15480673 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester | HCID 86733855 | — |
Reaction Steps
Following the procedure of Examples 1-E, 16-B and 17-B, 9.5 g. of benzyl 6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate, 10.95 ml. of ethyl formate and sodium ethoxide prepared from 2.57 g. of sodium hydride and 3.23 ml. of ethanol in 120 ml. of benzene gave on work-up a yellow oil which on crystallization afforded 6.0 g. of crude product, m.p. 106°-110° C. The analytical same is recrystallized several times from methanol, m.p. 116°-118° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04018758 |
| Source dataset | uspto-grants-1977_04 |
| ORD ID | ord-db58b3f5061145f28d6f1870dd77da35 |
| Source note | uspto-grants-1977_04 |