1H-Indole,2,6-dimethyl-

Syn th es is of 2, 6-Dimethyl-1H-indole (VI): In a s ealed tube, a mixture of m-toludine (5.00 g, 0.046 mol), anhydrous copper (II) acetate (18.6 g, 0.093 mol), palladium (II) acetate (0.208 g, 0.930 mmol) and acetone (25 mL) in dimethylsulfoxide (25 mL) w as heated at 90 °C for 18 15 h. After cooling to room temperature, the reaction mixture was poured into cold w ater and then extracted with ethyl acetate (2 x 250 mL). The organic layer was separated and then washed with water and brine. The organic layer w as dried over anhydrous sodium s ulfate and then concentrated under reduced pressure to afford the crude product mixture, which was purified by column chromatography on (100-200 mesh) silica gel using an ethyl 20 acetate/hexane gradient to afford compound VI (1.0 g, 15percent).

Molecular Weight:145.20
XLogP3:2.9
Hydrogen Bond Donor Count:1
Exact Mass:145.089149355
Monoisotopic Mass:145.089149355
Topological Polar Surface Area:15.8
Heavy Atom Count:11
Complexity:144
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes