HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 1,1-dimethylethyl 6-bromo-7-hydroxy-8-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 7-Hydroxy-8-nitro-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester | HCID 58972811 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,1-dimethylethyl 6-bromo-7-hydroxy-8-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate | HCID 59150531 | 80.7% |
Reaction Steps
Bromination of 1,1-dimethylethyl 7-hydroxy-8-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (71 mg) was performed with NBS (41 mg) in DCM (2.2 ml) and SiO2 (426 mg) at −15° C. under nitrogen. After 15 minutes SiO2 was filtered off and the solvent was evaporated under reduced pressure. The crude was purified on silica gel (ethyl acetate/petroleum ether, 1/9) obtaining the title compound as a yellow solid (72 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989444B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-f1a4aad038654991961622ddadc81474 |
| Source note | uspto-grants-2011_08 |