Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-4-nitroanisole | HCID 78870 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 21914164 | HCID 21914164 | 99.9% |
Reaction Steps
[1,1′Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane(II) (1.43 g) was added to a stirred mixture of 3-cyanophenylboronic acid (10.0 g, 61.8 mmol) and 2-bromo-4-nitroanisole (14.35 g, 62 mmol) in 2.0N cesium carbonate (92.7 mL, 185.4 mmol) and ethylene glycol dimethylether (200 mL). The flask was purged with nitrogen and heated at 90° C. (oil bath) for 4 hours. The mixture was allowed to cool to room temperature overnight, during which time the product precipitated from solution. The solid was collected on a Buchner funnel, washed with water and dried under reduced pressure to give 2-(3-cyanophenyl)-4-nitroanisole (15.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07125892B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-542b591a6b3345e4b0cb9f6289b95097 |
|---|
| Source note | uspto-grants-2006_10 |
|---|
