HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 1-(4-Aminomethylphenyl)-3-(3-hydroxy-3-phenylpropyl)-4-(4-methoxyphenyl)azetidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-[3-(3-Hydroxy-3-phenylpropyl)-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]benzonitrile | HCID 22667594 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(4-Aminomethylphenyl)-3-(3-hydroxy-3-phenylpropyl)-4-(4-methoxyphenyl)azetidin-2-one | HCID 15922486 | — |
Reaction Steps
7 g of 4-[3-(3-hydroxy-3-phenylpropyl)-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]-benzonitrile are dissolved in 200 ml of ethanol and, after addition of 15 ml of concentrated ammonia, hydrogenated with 7 g of 50% aqueous Raney nickel under 50 bar of hydrogen. The crude product obtained after removal of the catalyst by filtration with suction and removal of the solvent in vacuo is purified on silica gel with dichloromethane/methanol/ammonia =200:10:1. The amine is obtained. MS (FAB, +LiCI): 423 (M+Li+) [C26H28N2O3 M=416].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794359B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-ea279d029f454a809ea1cda40cb18d85 |
| Source note | uspto-grants-2004_09 |