HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 54247125, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-(4-hydroxyphenyl)-2-oxoacetate | HCID 11715332 | — |
| Reactant | 1-(3-Bromopropyl)quinolin-2(1H)-one | HCID 19978327 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54247125 | HCID 54247125 | — |
Reaction Steps
A solution of 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester (0.73 g) in dimethylformamide (10 mL) was treated with 55% sodium hydride (0.164 g), stirred for 15 minutes and then 1-(3-bromopropyl)-1,2-dihydro-2-oxoquinoline (1 g) was added and rinsed in with dimethylformamide (4 mL). The mixture was stirred at room temperature for 22 hours and worked up as in Example 20. The residual solid was purified by flash chromatography over silica gel (ethyl acetate-hexane; 1:4). Crystallization of the resulting solid furnished 1.0.g of 4-[3-(1,2-dihydro-2-oxo-1-quinolinyl)propoxy]-alpha-oxobenzeneacetic acid ethyl ester, mp 108°-109° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05344843 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-25c44570ffd24f04809c573d54f4f704 |
| Source note | uspto-grants-1994_09 |