تفاعل #3433

معادلة التفاعل

benzyl bromide

4-Methoxy-2-methyl-1H-indole

sodium hydride

hexane

→

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

المردود 84.0%

المذيبات

water

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 18 hours
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe ethyl acetate solution was washed with brine
4. 4
   تجفيفdried (MgSO4)
5. 5
   تركيزafter concentrating at reduced pressure
6. 6
   أخرىthe residue was chromatographed on silica gel eluting with 20% EtOAc/hexane

الإجراء التجريبي

4-Methoxy-2-methyl-1H-indole (1 g, 6.2 mmol) was added to 248 mg (6.2 mmol) of 60% sodium hydride/mineral oil (washed with hexane before adding DMF) in 15 mL of DMF and after stirring for 0.5 hour, 0.74 mL (6.2 mmol) of benzyl bromide was added. The mixture was stirred at room temperature for 18 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried (MgSO4) and after concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.3 g (84% yield) of 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole, melting at 96°-116° C.

المصدر