HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobenzene → benzyl N-[3-(4-bromophenyl)propyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| Reactant | Benzyl allylcarbamate | HCID 562279 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Hydrogen Peroxide | HCID 784 | — |
| Product | benzyl N-[3-(4-bromophenyl)propyl]carbamate | HCID 22743235 | 54.1% |
Reaction Steps
Scheme IVc, step A: 1,4-Dibromobenzene (2 g, 8.5 mmol), (phenylmethoxy)-N-prop-2-enylcarboxamide (1.95 g, 10.1 mmol, prepared in example 8), 9-BBN-dimer (2.7 g, 11 mmol), [1,1′bis(diphenylphosphino)-ferrocene] dichloropalladium (II), PdCl2(dppf), (0.35 g, 0.42 mmol), 3N sodium hydroxide (3 mL), and pH=7 buffer hydrogen peroxide (2:1, 10 mL) were combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N-[3-(4-bromophenyl)propyl](phenylmethoxy)carboxamide, (1.6 g, 54%). Electron spray M.S. 348 (M*+2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06703425B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-2b86c3292a894938a3171479a8f43f42 |
| Source note | uspto-grants-2004_03 |