HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diphosgene → 1-Bromo-4-isocyanato-2-(trifluoromethyl)benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diphosgene | HCID 10426 | — |
| Edukt | 4-bromo-3-(trifluoromethyl)aniline HCl salt | HCID 66745707 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-Bromo-4-isocyanato-2-(trifluoromethyl)benzene | HCID 23137217 | 86% |
Reaktionsschritte
A suspension of 4-bromo-3-(trifluoromethyl)aniline HCl salt (36.8 g, 133 mmol) in toluene (278 mL) was treated with trichloromethyl chloroformate dropwise and the resulting mixture was heated at the reflux temp. for 18 h. The resulting mixture was concentrated under reduced pressure. The residue was treated with toluene (500 mL), then concentrated under reduced pressure. The residue was treated with CH2Cl2 (500 mL), then concentrated under reduced pressure. The CH2Cl2 treatment/concentration protocol was repeated and resulting amber oil was stored at −20° C. for 16 h, to afford 4-bromo-3-(trifluoromethyl)phenyl isocyanate as a tan solid (35.1 g, 86%): GC-MS m/z 265 (M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07528255B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-912e501cea0740ceb336846e663fc10a |
| Quellennotiz | uspto-grants-2009_05 |