HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylsilane → 3-(4-Fluorophenyl)-5-methylindoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylsilane | HCID 12052 | — |
| Edukt | 3-(4-fluorophenyl)-5-methyl-1H-indole | HCID 10376366 | — |
| Lösungsmittel | Trifluoroacetic acid | HCID 6422 | — |
| Produkt | 3-(4-Fluorophenyl)-5-methylindoline | HCID 67373140 | 60% |
Reaktionsschritte
To the cooled solution of 3-(4-fluorophenyl)-5-methyl-1H-indole (2 g, 0.0088 mol) in TFA (60 mL) was added triethylsilane (6 mL) dropwise at 0° C., and the reaction mixture was stirred for 4 h at RT. After completion of reaction (monitored by TLC), solvent was removed under reduced pressure, the residue treated with saturated sodium bicarbonate solution, and extracted with EtOAc (3×150 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the product purified by column chromatography (10% EtOAc:hexane in silica 100-200 mesh, diameter of column—5.0 cm, height of silica—approx. 5 inch) to provide the desired compound as a yellow colored oil (1.2 g, 60% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09193728B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-6a85620625e344ddb30294a25af54a7d |
| Quellennotiz | uspto-grants-2015_11 |