反应 #806298

反应方程式

4-(3-chloropropoxy)-benzyl bromide

water

5-Benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

sodium hydride

→

5-Benzyloxy-2-(4-benzyloxy-phenyl)-1-[4-(3-chloro-propoxy)-benzyl]-3-methyl-1H-indole

溶剂

DMF

DMF

反应条件

后处理

1. 1
   其他to come to rt
2. 2
   workup.STIRRINGstirred for 2 hours
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤The ethyl acetate was washed with water, brine
5. 5
   干燥dried over magnesium sulfate
6. 6
   浓缩concentrated
7. 7
   workup.ADDITIONThe concentrate was treated with methanol and 5 g of the desired product
8. 8
   其他precipitated as a white solid with a melting point of 130–132° C.

实验过程

A solution consisting of 5-Benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole No. 7 (6.5 g, 15.5 mmol) in DMF (60 mL) was cooled to 0° C. and treated with addition of sodium hydride (0.68 g, 17.0 mmol) and stirred for 20 minutes. A solution of 4-(3-chloropropoxy)-benzyl bromide No. 163 in DMF (10 mL) was then added slowly. The reaction was allowed to come to rt and stirred for 2 hours. The reaction was poured into water and extracted with ethyl acetate. The ethyl acetate was washed with water, brine and dried over magnesium sulfate and concentrated. The concentrate was treated with methanol and 5 g of the desired product precipitated as a white solid with a melting point of 130–132° C.

来源