HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Hydroxyquinoline → HCID 61723548, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-bromopropionate | HCID 79040 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 61723548 | HCID 61723548 | 59.2% |
Reaction Steps
To a solution of compound NaH (100 mg, 4.14 mmol) in DMF (3 mL) was added quinolin-8-ol (200 mg, 1.38 mmol) at 26° C. After stirred for 5 minutes, ethyl 2-bromopropanoate (300 mg, 1.65 mmol) was added and the reaction mixture stirred for 16 h at 26° C. The mixture was then diluted with water (20 mL) and extracted with ethyl acetate (3×10 mL). The combined organic layers were washed with brine (20 mL), dried over Na2SO4 and concentrated to give ethyl 2-(quinolin-8-yloxy)propanoate (200 mg, 59.2%) as colorless oil which was used in next step without further purification. (304 mg, Yield 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940726B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a894448b11084388937b582d3e963335 |
| Source note | uspto-grants-2015_01 |