HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Formic Acid → Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Formic Acid | HCID 284 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Edukt | 3-Bromo-4-formylbenzonitrile | HCID 20510518 | — |
| Edukt | Tert-butylcarbamate | HCID 21252905 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate | HCID 118691238 | — |
Reaktionsschritte
3-Bromo-4-formyl-benzonitrile (20.5 g, 97.7 mmol), benzenesulfinic acid sodium salt (16.03 g, 97.6 mmol) and tert-butylcarbamate (11.4 g, 97.7 mmol) are suspended in water (312 mL) and THF (78 mL). Formic acid (28.8 g, 625 mmol) is added and the solution is stirred at room temperature for 6 days. Water (300 mL) is added and the precipitate is filtered off, washed with water and dried. The crude product is further purified by precipitation from tert-butylmethylether. Yield: 26.8 g; ESI mass spectrum: [M+Na]+=473 (bromine isotope pattern).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09440930B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-3e802816fb3946918173d636cb788fa2 |
| Quellennotiz | uspto-grants-2016_09 |