HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 9835825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | Indoline | HCID 10328 | — |
| Reactant | 1-(4-fluorophenyl)piperidin-4-one | HCID 606284 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 9835825 | HCID 9835825 | 63% |
Reaction Steps
Triacetoxylated sodium borohydride (760 mg) was added to a mixture of indoline (300 mg), 1-(4-fluorophenyl)-4-piperidone (580 mg), acetic acid (650 mg) and dichloroethane (30 ml), and the mixture was stirred for 2 hr. The obtained reaction solution was mixed with ethyl acetate and a saturated aqueous solution of sodium bicarbonate and the layers were separated. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (470 mg) as white prismatic crystals (yield: 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071201B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-d26a1681126c47aaacdd07b2c0719e47 |
| Source note | uspto-grants-2006_07 |