HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-fluoren-9-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-(2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-fluoren-9-one | HCID 23553507 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-fluoren-9-ol | HCID 10276599 | 74.5% |
Reaction Steps
A solution of 4-(2-hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-fluoren-9-one (0.060 g, 0.13 mmol) in 4 mL THF was treated with LAH (0.010 g, 0.26 mmol) and stirred at ambient temperature overnight. Heated to reflux and cooled. The excess LAH was decomposed by the sequential addition of 0.01 mL of each of water and 1 N NaOH, 0.03 mL of water and 0.5 g Na2SO4. The solids were filtered and the filtrate concentrated in vacuo to give 0.045 g of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506901B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-8e8ac1b265014c1c929ac597a4daa765 |
| Source note | uspto-grants-2003_01 |