HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(2-cyanophenoxy)acetate → 4,5-dihydro-1,4-benzoxazepin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(2-cyanophenoxy)acetate | HCID 1472933 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4,5-dihydro-1,4-benzoxazepin-3(2H)-one | HCID 919801 | 67.4% |
Reaction Steps
The methanol solution of methyl (2-cyanophenoxy)acetate (40 g, 0.209 mol) was added to the mixture of Raney Ni (80 g) in 500 mL of methanol. The reaction mixture was stirred at room temperature overnight under hydrogen atmosphere. Raney Ni was removed by filtration, and the filtrated was concentrated under reduced pressure to give a residue which was purified by column chromatography on silica gel (methanol/dichloromethane, 1:50) to give 23 g of product. MS obsd. (ESI+) [(M+H)+] 164.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871756B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-50ee3a4e7691456db08c075c646dc4e7 |
| Source note | uspto-grants-2014_10 |