반응 #1104765

반응 방정식

water

iodomethane

5-chloroindole

potassium hydroxide

→

1-methyl-5-chloroindole

용매

DMF

반응 조건

후처리

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   추출extracted twice with ETOAc
3. 3
   세척washed with water
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated
6. 6
   기타flash chromatographed with 10% ETOAc/Hexane

실험 절차

To room temperature solution of 5-chloroindole (4.97 g) in dry DMF (40 mL) was added potassium hydroxide pellets (2.76 g) and stirred 1 h until most of the solid dissolved. The resulting mixture was cooled to 0° C. in an ice bath and iodomethane (2.45 mL) was added dropwise and later stirred overnight at room temperature under argon. The reaction mixture was poured into water and extracted twice with ETOAc. The combined ETOAc portions were combined, washed with water, dried over magnesium sulfate, concentrated, and flash chromatographed with 10% ETOAc/Hexane to give 1-methyl-5-chloroindole as a pink liquid (5.43 g).

출처