Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 11150792 | HCID 11150792 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 11484696 | HCID 11484696 | 79% |
Reaction Steps
A mixture of 50 mg (0.2 mmol) of 7-(3-chloro-benzyloxy)-1,3,4,5-tetrahydro-benzo[d]azepin-2-one and 33 mg (0.4 mmol) of sodium acetate in 0.12 ml of acetic acid anhydride was heated to 145° C. during 4.5 hours. For the working-up, the reaction mixture was cooled and treated with water and dichloromethane. The organic layer was separated, washed with a saturated solution of sodium hydrogencarbonate, and, finally, evaporated. For purification, the crude material obtained was chromatographed on silica gel using a 4:1-mixturet of heptane and ethyl acetate as the eluent. There were obtained 45 mg (79% of theory) of 3-acetyl-7-(3-chloro-benzyloxy)-1,3,4,5-tetrahydro-benzo[d]azepin-2-one as a white foam; MS: m/e=344 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07173023B2 |
|---|
| Source dataset | uspto-grants-2007_02 |
|---|
| ORD ID | ord-2d62c8646d7947dabfaae897573f0b04 |
|---|
| Source note | uspto-grants-2007_02 |
|---|