反应详情

With stirring, 2.0 g of potassium hydroxide was added slowly to a mixture of 6.7 g of [(4-dimethylaminophenyl)(1-ethyl-2-methylindol-3-yl)(4-methylphenylsulfonyl)]methane, 2.5 g of 2-methylindole and 75.0 ml of acetone. The resulting mixture was stirred approximately twenty hours at ambient temperature and slowly added with stirring to cold water. The precipitate which formed was collected by filtration and washed three times each with 50.0 ml of hexane. The hexane-wet filter cake was dissolved in toluene. The toluene solution was extracted with water and the toluene layer containing the product was stirred with decolorizing carbon for approximately thirty minutes and the carbon removed by filtration. The toluene was removed by distillation at reduced pressure to obtain a gum-like residue. The residue was dissolved in 150.0 ml of acetone and the resulting solution was added slowly to a mixture of 800.0 ml of water, 10.0 ml of concentrated ammonium hydroxide and 50.0 ml of saturated aqueous sodium chloride solution. The solid which separated was collected by filtration, washed with water and dried in vacuo to obtain 3.9 g of [(4-dimethylaminophenyl)(1-ethyl-2-methylindol-3-yl)(2-methylindol-3-yl)]methane (Formula V: R1 =R2 =R8 =R9 =R11 =H; R3 =N(CH3)2 ; R7 =R10 =CH3 ; R6 =C2H5), a pale brown-colored solid which melted over the range of 69°-80.5° C. An infrared maxima appeared at 745 (C-H;s) cm-1. A toluene solution of the product spotted on an acidic clay-coated paper or phenolic resin-coated paper slowly developed a blue-red-colored image.

1. stirringThe resulting mixture was stirred approximately twenty hours at ambient temperature
2. additionslowly added
3. customThe precipitate which formed
4. filtrationwas collected by filtration
5. washwashed three times each with 50.0 ml of hexane
6. dissolutionThe hexane-wet filter cake was dissolved in toluene
7. extractionThe toluene solution was extracted with water
8. additionthe toluene layer containing the product
9. stirringwas stirred with decolorizing carbon for approximately thirty minutes
10. customthe carbon removed by filtration
11. customThe toluene was removed by distillation at reduced pressure
12. customto obtain a gum-like residue
13. customThe solid which separated
14. filtrationwas collected by filtration
15. washwashed with water
16. customdried in vacuo