تفاعل #3458

معادلة التفاعل

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

NaH

benzyl bromide

→

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

المردود 49.0%

المذيبات

DMF

water

ظروف التفاعل

المعالجة

1. 1
   workup.WAITAfter 4 hours
2. 2
   استخلاصextracted twice with ethyl acetate
3. 3
   غسيلThe combined ethyl acetate was washed with brine
4. 4
   تجفيفdried (MgSO4)
5. 5
   تركيزconcentrated at reduced pressure
6. 6
   أخرىThe residue was chromatographed on silica gel
7. 7
   غسيلeluted with 20% EtOAc/hexane

الإجراء التجريبي

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.

المصدر