반응 #3434

반응 방정식

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

BBr3 CH2Cl2

→

4-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole

수율 49.0%

용매

methylene chloride

반응 조건

후처리

1. 1
   농축concentrated at reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   세척washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   농축After concentrating at reduced pressure
6. 6
   기타the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane

실험 절차

A solution of 1.25 g (5 mmol) of 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole and 20 mL of 1M BBr3 /CH2Cl2 in 50 mL of methylene chloride was stirred at room temperature for 5 hours and concentrated at reduced pressure. The residue was dissolved in ethyl acetate, washed with brine and dried (MgSO4). After concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 577 mg (49% yield) of 4-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole, 125°-127° C.

출처