반응 #3458

반응 방정식

2-Ethyl-4-methoxy-1H-indole

NaH

benzyl bromide

→

2-ethyl-4-methoxy-1-(phenylmethyl)-1H-indole

수율 49.0%

용매

DMF

water

반응 조건

후처리

1. 1
   workup.WAITAfter 4 hours
2. 2
   추출extracted twice with ethyl acetate
3. 3
   세척The combined ethyl acetate was washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated at reduced pressure
6. 6
   기타The residue was chromatographed on silica gel
7. 7
   세척eluted with 20% EtOAc/hexane

실험 절차

2-Ethyl-4-methoxy-1H-indole (4.2 g, 24 mmol) was dissolved in 30 mL of DMF and 960 mg (24 mmol) of 60% NaH/mineral oil was added. After 1.5 hours, 2.9 mL (24 mmol) of benzyl bromide was added. After 4 hours, the mixture was diluted with water and extracted twice with ethyl acetate. The combined ethyl acetate was washed with brine, dried (MgSO4) and concentrated at reduced pressure. The residue was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 3.1 g (49% yield) of 2-ethyl-4-methoxy-1-(phenylmethyl)-1H-indole.

출처