HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-4-hydroxy-piperidin-1-yl]-ethanone | HCID 57550358 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 2-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone | HCID 57550357 | 28% |
Reaction Steps
A solution of 2-benzyloxy-1-[4-(2,4-dichloro-phenyl)-4-hydroxy-piperidin-1-yl]-ethanone (0.035 g, 0.09 mmol) in trifluoroacetic acid (1 mL) was stirred at RT for 48 h. Ethyl acetate (2 mL) and saturated aqueous sodium bicarbonate (2 mL) were added and the layers were separated. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The isolated residue was chromatographed on silica gel using dichloromethane/ethyl acetate to 100% to 90% dichloromethane in a gradient fashion, to give the title compound as a gum (0.0094 g, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935703B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-853663d46c154a1c992d6e4bb7681503 |
| Source note | uspto-grants-2011_05 |