HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Chloro-6-methylaniline → N-(2'-chloro-6'-methylphenyl)-4-methylaniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Chloro-6-methylaniline | HCID 6897 | — |
| Edukt | 4-Bromotoluene | HCID 7805 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | N-(2'-chloro-6'-methylphenyl)-4-methylaniline | HCID 57952145 | 89,3% |
Reaktionsschritte
1.02 g (7.2 mmol) of 2-chloro-6-methylaniline, 1.23 g (7.2 mmol) 4-bromotoluene, 1.15 g (12 mmol) sodium tert-butoxide, 160 mg (0.7 mmol) tri-tert-butyhphosphine and 130 mg (0.23 mmol) bis-dibenzylideneacetone-palladium(0) are reacted in 50 ml toluene under nitrogen at 90° C. for 20 minutes and at 60° C. over night. Aqueous workup (3N HCl, with hyflo, washing the organic phase with water) and flash-chromatography on silica using heptan/toluene (4:1) as the eluent affords 1.49 g of N-(2′-chloro-6′-methylphenyl)-4-methylaniline.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07906677B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-3ceb3f1fa4cf4f2f8c4e63ebb615eccd |
| Quellennotiz | uspto-grants-2011_03 |