Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | HCID 13234019 | HCID 13234019 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium hydride | HCID 24758 | — |
| Product | HCID 13234027 | HCID 13234027 | — |
Reaction Steps
30 g of 6-butyryl-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester are dissolved in 1000 ml of dimethylformamide and, in the course of one hour, 4.8 g of a 50% strength sodium hydride dispersion in mineral oil are added in portions. Stirring is carried out for 1 hour at room temperature and then 31.2 g of ethyl iodide are added, and the mixture is then stirred at room temperature for 1 hour, concentrated under reduced pressure, cooled with ice-water and filtered with suction. The product obtained by filtering with suction is dissolved in ethyl acetate, washed with water, dried over sodium sulphate, concentrated and cooled in an ice bath. The precipitated crystallisate is filtered with suction and recrystallised from ethyl acetate. 1-Ethyl-6-butyryl-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester having a melting point of 145°-146° is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04476132 |
|---|
| Source dataset | uspto-grants-1984_10 |
|---|
| ORD ID | ord-95d761d0612c4a02bec7b2e0e6405313 |
|---|
| Source note | uspto-grants-1984_10 |
|---|