Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Methoxy-2-phenyl-quinolin-4-ol | HCID 289743 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18433024 | HCID 18433024 | 57% |
Reaction Steps
To a solution of 7-methoxy-2-phenyl-1H-quinolin-4-one (1.5 g, 6 mmol) in DMF (11 ml) were added successively K2CO3 (1.66 g, 12 mmol) and (RS)-epichlorohydrin (1.9 ml, 24 mmol). The reaction mixture was stirred at 65° C. for 3 hours, then cooled to room temperature and diluted with CH2Cl2 (25 ml). Solid was filtrated, and filtrate was concentrated. The residue was chromatographed over silica gel (hexane-ethyl acetate, 4:1) to provide (RS)-7-methoxy-4-oxiranylmethoxy-2-phenyl-quinoline (1.05 g, 57%) as a colorless oil, MS: m/e=307 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06440995B1 |
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| Source dataset | uspto-grants-2002_08 |
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| ORD ID | ord-167eed1f5a1c4d19afe2c9bf8b24695f |
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| Source note | uspto-grants-2002_08 |
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