HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4-Hydroxy-4-methylpiperidin-1-yl)(5-methyl-2-(pyridin-4-yl)phenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(5-Methyl-2-(pyridin-4-yl)benzoyl)piperidin-4-one | HCID 86680848 | — |
| Reactant | HCID 178467822 | HCID 178467822 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Hydroxy-4-methylpiperidin-1-yl)(5-methyl-2-(pyridin-4-yl)phenyl)methanone | HCID 86680849 | — |
Reaction Steps
3 M methylmagnesium bromide-diethyl ether solution (0.84 mL) was added to a solution of 1-(5-methyl-2-(pyridin-4-yl)benzoyl)piperidin-4-one (0.37 g) in THF (10 mL) at 0° C., and the mixture was stirred overnight at room temperature. To the reaction mixture was added water at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (0.19 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193709B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ff8b741535404ed98992290ae1c6ed29 |
| Source note | uspto-grants-2015_11 |