HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-{2-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-2-chloro-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Chloro-4-hydroxybenzonitrile | HCID 592797 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 2-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol | HCID 59296169 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{2-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-2-chloro-benzonitrile | HCID 59296127 | — |
Reaction Steps
To an iced cooled solution of 1.1 g 2-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol dissolved in 50 ml dichloromethane were added 0.56 g commercially available 2-Chloro-4-hydroxybenzonitrile and 0.95 g triphenylphosphine. To this solution was added dropwise 0.57 ml Diethylazodicarboxylate. The cooling bath was removed and reaction mixture stirred at room temperature for six hours. The solvent was removed in vacuo and the residue purified by RP-HPLC to provide 400 mg 4-{2-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-2-chloro-benzonitrile as lyophilisate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709509B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-7716136ad17c4c23a8fd8f241f6a6837 |
| Source note | uspto-grants-2010_05 |