HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl chloroformate → Tert-butyl ethyl (4-(thiophen-2-yl)-1,2-phenylene)dicarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl chloroformate | HCID 10928 | — |
| Edukt | tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate | HCID 57717474 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Tert-butyl ethyl (4-(thiophen-2-yl)-1,2-phenylene)dicarbamate | HCID 71007309 | 44% |
Reaktionsschritte
To a solution of tert-butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate (0.20 g, 0.69 mmol, 1.0 equiv.) in dichloromethane (4 mL) was added ethyl chloroformate (0.08 mL, 0.83 mmol, 1.2 equiv.), TEA (0.19 mL, 1.37 mmol, 2.0 equiv.) and DMAP (8 mg, 0.07 mmol, 0.1 equiv.) at 0° C. The reaction was warmed to room temperature and stirred for 16 h. The reaction was then diluted with dichloromethane and water. The organic layer was separated, washed with water and brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified on column chromatography (silica gel, 20% EtOAc/hexanes) to give tert-butyl ethyl (4-(thiophen-2-yl)-1,2-phenylene)dicarbamate (0.11 g, 44% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447030B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-9d1e233295fc4eff9d5a1d8a5e5b8cc4 |
| Quellennotiz | uspto-grants-2016_09 |