반응 #216176

반응 방정식

indole

4-bromotoluene

Ethyl acetate

→

compound

1-(4-Methylphenyl)-1H-indole-3-carboxylic acid, methyl ester

용매

pyridine

반응 조건

후처리

1. 1
   온도heated at 130°±5° C. for 8.5 hours
2. 2
   기타the solid was removed by filtration through celite
3. 3
   세척The filtrate was washed with water (3×40 ml), 0.5N hydrochloric acid (2×50 ml) and saturated sodium hydrogen carbonate solution (40 ml)
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   기타The remaining brown oil was chromatographed on silica gel
6. 6
   세척eluting with 10% ether in hexane

실험 절차

The title A indole (819 mg, 4.67 mmol, 1.0 eq.) and 4-bromotoluene (1.44 ml, 11.69 mmol, 2.5 eq.) were dissolved in pyridine (4.7 ml, 1M) in an argon atmosphere. Copper(I) oxide (668 mg, 4.67 mmol, 1.0 eq.) was added and heated at 130°±5° C. for 8.5 hours. Ethyl acetate was added and the solid was removed by filtration through celite. The filtrate was washed with water (3×40 ml), 0.5N hydrochloric acid (2×50 ml) and saturated sodium hydrogen carbonate solution (40 ml), dried over anhydrous magnesium sulfate and freed of solvent in vacuo. The remaining brown oil was chromatographed on silica gel, eluting with 10% ether in hexane to give the title B compound (1.165 g).

출처