Réaction #10035

Équation de réaction

phosphorus oxychloride

3-(4-Fluorophenyl)-1-(1-Methylethyl)-1H-Indole

N-methylformanilide

butyl vinyl ether

bis-trichloromethylcarbonate

→

product

Rendement 69.0%

3-[3-(4-Fluorophenyl)-1-(1-Methylethyl)-1H-Indol-2-yl]-2-Propenal

Rendement 69.0%

Solvants

acetonitrile

acetonitrile

acetonitrile

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe reaction mixture is stirred at 5° C. for 15 minutes
2. 2
   TempératureThe mixture is warmed to 80° C.
3. 3
   workup.STIRRINGunder stirring for about 24 hours

Mode opératoire

To a solution of N-methylformanilide (30 g), butyl vinyl ether (22.2 g) in 15 ml of acetonitrile under stirring at 5° C., a solution of bis-trichloromethylcarbonate (26.1 g) in 70 ml of acetonitrile is added dropwise in 80 min. The reaction mixture is kept under stirring at 5° C. overnight, then phosphorus oxychloride (31.4 g) is added dropwise in 30 minutes, then the reaction mixture is stirred at 5° C. for 15 minutes. 3-[3-(4-Fluorophenyl)-1-(1-Methylethyl)-1H-Indole (35.8 g) and acetonitrile (25 ml) are added. The mixture is warmed to 80° C. and kept under stirring for about 24 hours. The reaction mixture is worked up as described in Example 3b to give the product (69% yield).

Source