Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 178450273 | HCID 178450273 | — |
| Product | HCID 68091885 | HCID 68091885 | 98% |
Reaction Steps
1-(6-bromo-4-hydroxyquinolin-3-yl)butan-1-one (3.73 g, 12.7 mmol) was added to phosphoryl chloride (37 mL) and the reaction was stirred at 75° C. for 2 h. After this time the reaction mixture was cooled to room temperature and slowly poured into a solution of satd. aq. sodium carbonate that was cooled to 0° C. The resultant mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica, ethyl acetate) afforded the desired product (3.90 g, 98%) as an off-white solid. ESI MS m/z 312 [C13H13BrClNO+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120749B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-d210e2ed8e72439ca0064a6864399084 |
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| Source note | uspto-grants-2015_09 |
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