反応 #3458

反応方程式

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

NaH

benzyl bromide

→

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

収率 49.0%

溶媒

DMF

water

反応条件

後処理

1. 1
   workup.WAITAfter 4 hours
2. 2
   抽出extracted twice with ethyl acetate
3. 3
   洗浄The combined ethyl acetate was washed with brine
4. 4
   乾燥dried (MgSO4)
5. 5
   濃縮concentrated at reduced pressure
6. 6
   その他The residue was chromatographed on silica gel
7. 7
   洗浄eluted with 20% EtOAc/hexane

実験手順

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.

出典