Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 23060561 | HCID 23060561 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23060716 | HCID 23060716 | — |
Reaction Steps
Sodium hydride (60% in oil, 400 mg) was added to benzyl alcohol (6 ml) under ice-cooling, and the mixture was allowed to warm to room temperature and stirred for 30 min. To the reaction mixture was added 2-benzyl-6-fluoro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (310 mg) and the mixture was stirred at 120° C. for 6 hrs. To the reaction mixture were added water and 10% hydrochloric acid to acidify the aqueous layer of the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was crystallized from diisopropyl ether-hexane and the crystals were collected by filtration. Recrystallization (ethyl acetate-hexane) gave the title compound (250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07402595B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-ffe8187811f2423693ed51ee4aee6d1f |
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| Source note | uspto-grants-2008_07 |
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