HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Formic Acid → N-(5-Chloro-2-phenoxy-phenyl)-formamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Formic Acid | HCID 284 | — |
| Edukt | 5-Chloro-2-phenoxyaniline | HCID 66738 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(5-Chloro-2-phenoxy-phenyl)-formamide | HCID 12290068 | — |
Reaktionsschritte
A mixture of 1-amino-5-chloro-2-phenoxybenzene (1.00 g, 4.55 mmol), formic acid (0.34 mL, 9.10 mmol), TBTU (1.46 g, 4.55 mmol), DIEA (2.38 mL, 13.6 mmol) and DCM (20 mL) was stirred at rt for 2 h. The solution was transferred to a separatory funnel, 20 mL of sat. aq. NaHCO3 solution was added and the mixture was extracted DCM. The organics were combined and dried (Na2SO4). Solvent was removed under reduced pressure to give a crude residue which was purified via flash chromatography, eluting with 5% EtOAc in hexanes.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08481733B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-e8058ec2bec9481493262bcce1b83675 |
| Quellennotiz | uspto-grants-2013_07 |