반응 #216174

반응 방정식

2-Carboethoxy-indole

4-bromotoluene

→

compound

수율 100.1%

1-(4-Methylphenyl)-1H-indole-2-carboxylic acid, ethyl ester

수율 100.1%

용매

ethyl acetate

pyridine

반응 조건

후처리

1. 1
   온도The reaction was then cooled to room temperature
2. 2
   여과filtered through celite
3. 3
   세척The filtrate was washed twice with water, twice with 1N hydrochloric acid and once with aqueous saturated sodium hydrogen carbonate
4. 4
   여과filtered through magnesium sulfate
5. 5
   농축concentrated
6. 6
   기타The residue was chromatographed on silica gel
7. 7
   세척eluting with chloroform:hexane (1:2)

실험 절차

2-Carboethoxy-indole (100 mg, 0.528 mmol, 1.0 eq.) was combined with 4-bromotoluene (0.16 ml, 1.32 mmol, 2.5 eq.) and copper(I) oxide (75.6 mg, 0.528 mmol, 1.0 eq.) in pyridine (0.53 ml, 1M) and heated at 120° C. for 2 hours. The reaction was then cooled to room temperature, diluted with ethyl acetate and filtered through celite. The filtrate was washed twice with water, twice with 1N hydrochloric acid and once with aqueous saturated sodium hydrogen carbonate, filtered through magnesium sulfate and concentrated. The residue was chromatographed on silica gel, eluting with chloroform:hexane (1:2) to give the title A compound (147.6 mg).

출처