HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-Benzyl-5-(2-chloro-4-trifluoromethyl-phenoxy)-1h-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzene, 2-chloro-1-fluoro-4-(trifluoromethyl)- | HCID 157153 | — |
| Reactant | 1H-Indol-5-ol, 1-(phenylmethyl)- | HCID 10775462 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Benzyl-5-(2-chloro-4-trifluoromethyl-phenoxy)-1h-indole | HCID 68547728 | 68.6% |
Reaction Steps
A slurry of 0.413 g (1.85 mmol) 1-benzyl-5-hydroxy-1H-indole, 0.3 ml (2.2 mmol) 3-chloro-4-fluorobenzotrifluoride, and 1.0 g (3.0 mmol) Cs2CO3 in 12 ml DMF was heated to 130° C. with stirring for 16 hr. The solution was allowed to cool and then filtered to remove Cs2CO3. The solution was concentrated under vacuum and chromatographed on silica using 5–7% EtOAc-hexane to afford 0.51 g 1-benzyl-5-(2-chloro-4-trifluoromethyl-phenoxy)-1H-indole as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259182B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-bd503e38b0494b908ee085b2707f87dc |
| Source note | uspto-grants-2007_08 |