Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Adamantanol | HCID 64152 | — |
| Reactant | Quinoline-6-carbonyl chloride hydrochloride | HCID 22136358 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 22136372 | HCID 22136372 | 31.5% |
Reaction Steps
6-Quinolinecarbonyl chloride hydrochloride (0.76 g, 3.3 mmol) in pyridine (2 mL) was added to a solution of 1-adamantanol (0.60 g, 3.9 mmol) in pyridine (8 mL). The reaction was stirred at 70° C. for 16 h. To the stirring reaction mixture was added water (100 mL) which caused the product to precipitate. This precipitate was filtered and then washed with water (3×25 mL). The filter cake was dissolved in ethanol (20 mL) and water was then added to the cloud point (16 mL). The crystallizing solution was allowed to stand for 15 h. Filtering and drying under high vacuum for 7 h provided 0.32 g (26%) of (61) as light brown needle-like crystals:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053104B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-96bee3001af4484ca83846fc6cd86274 |
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| Source note | uspto-grants-2006_05 |
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