HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925503Generated: October 28, 2026
Tetrabutylammonium Fluoride Trihydrate → 5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-8-(benzyloxy)quinolin-2(1H)-one
https://huagongshe.com/reaction/1925503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| Reactant | 5-((1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)amino]-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-8-(benzyloxy)quinolin-2(1H)-one | HCID 67520893 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-8-(benzyloxy)quinolin-2(1H)-one | HCID 67520637 | 93% |
Reaction Steps
To a solution of Intermediate 32 (0.48 g, 0.68 mmol) in tetrahydrofuran (12 mL) was added tetrabutylammonium fluoride trihydrate (0.284 g, 1.09 mmol). The reaction mixture was stirred at 45° C. for 3.5 hours. The solvent was removed under reduced pressure and the crude was partitioned between ethyl acetate and water. The organic layer was washed several times with water and the solvent was removed under reduced pressure to give the title compound as a yellow solid (0.375 g, 88%). MS (M+): 593.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178679B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-a23753e32f414c7b91506d663dbea864 |
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| Source note | uspto-grants-2012_05 |
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