HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-[[(1S)-2-Azido-1-phenylethyl]oxy]-4-chloro-5-fluorobenzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | (S)-2-Azido-1-phenylethanol | HCID 147803 | — |
| Edukt | 4-Chloro-2,5-difluorobenzonitrile | HCID 11275302 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-[[(1S)-2-Azido-1-phenylethyl]oxy]-4-chloro-5-fluorobenzonitrile | HCID 86598974 | 69,8% |
Reaktionsschritte
The product from step (a) (1.75 g) and 4-chloro-2,5-difluorobenzonitrile (1.86 g) in dry DMF (40 ml) were treated with 60% sodium hydride in mineral oil (470 mg) with stirring under nitrogen. The reaction mixture was stirred for 2.5 h, poured into water, and extracted with ethyl acetate. The extract was washed with water (5×) then brine and dried (MgSO4). The solvent was evaporated and the residue purified by chromatography (silica, 10% ether/isohexane as eluent) to give the sub-title compound (2.37 g) as a pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07223794B2 |
| Quelldatensatz | uspto-grants-2007_05 |
| ORD ID | ord-51da321b998d407abd2db97bdb6c1796 |
| Quellennotiz | uspto-grants-2007_05 |