HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetonitrile → Ethyl cyanomethyl(1-(2-nitrophenyl)ethyl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Ethyl chloroformate | HCID 10928 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-(1-(2-Nitrophenyl)ethylamino)acetonitrile | HCID 86625228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Ethyl cyanomethyl(1-(2-nitrophenyl)ethyl)carbamate | HCID 86625229 | 4% |
Reaktionsschritte
Preparation of ethyl cyanomethyl(1-(2-nitrophenylethyl)carbamate (19): To the acetonitrile solution containing 2-(1-(2-nitrophenyl)ethylamino)acetonitrile (18) from the previous step was added saturated NaHCO3 (5 mL) and ethyl chloroformate (1.83 g, 16.86 mmol). The reaction mixture was stirred vigorously at room temperature for 14 hours. The reaction was diluted with EtOAc (50 mL) and washed with brine (40 mL). The separated organic phase was dried over Na2SO4, filtered, and concentrated. Purification (Biotage 40 s, 3:1 CH2Cl2:hexanes, then 100% CH2Cl2) provided 37.1 mg (0.134 mmol, 4% yield) of ethyl cyanomethyl(1-(2-nitrophenyl)ethyl)carbamate (19) as a light yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08673898B2 |
| Quelldatensatz | uspto-grants-2014_03 |
| ORD ID | ord-adddfb23df0f4c1a882db0c1f4b68a7f |
| Quellennotiz | uspto-grants-2014_03 |