HuagongsheHuagongshe Chemistry Print Report · For research reference only
m,alpha-Dichlorotoluene → 1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m,alpha-Dichlorotoluene | HCID 12103 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate | HCID 220876 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester | HCID 57754723 | 87.6% |
Reaction Steps
Experimental conditions analogous to those described for Step 1 of Example 3, from 5.08 g (23.4 mmol) of 4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester, 1.12 g (28.1 mmol) of 60% sodium hydride, 4.52 g (28.1 mmol) of 3-chlorobenzyl chloride in 60 mL DMF at 60° C. to give 7.01 g of the product as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557213B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-74ee13cff57c4ca38a0a25efa2422a70 |
| Source note | uspto-grants-2009_07 |