反应 #5702

反应方程式

ethyl chloroformate

ethyl α-[3(trifluoromethyl)-benzylamino]-indole-3-acetate

sodium hydride

→

title compound

收率 66.4%

Ethyl α-[3(trifluoromethyl)-benzylamino]-1-ethoxycarbonyl-indole-3-acetate hydrochloride

收率 66.4%

溶剂

DMF

反应条件

后处理

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued for two hours at room temperature
3. 3
   其他At the end of this time, the reaction contents
4. 4
   萃取the aqueous solution extracted with ether
5. 5
   洗涤the ether solution washed with saturated brine
6. 6
   干燥dried over anhydrous Na2SO4
7. 7
   其他Removal of the solvent in vacuo
8. 8
   其他gave the crude product which
9. 9
   其他was chromatographed with 80 g of silica gel

实验过程

To a magnetically stirred solution of ethyl α-[3(trifluoromethyl)-benzylamino]-indole-3-acetate (1.00 g, 2.66 mmol) in 15 mL of DMF was added under nitrogen 0.112 g (2.79 mmol) of sodium hydride (60% oil dispersion). After stirring at room temperature for 10 minutes, 0.26 ml (2.79 mmol) of ethyl chloroformate was added. Stirring was continued for two hours at room temperature. At the end of this time, the reaction contents were poured into ice water, the aqueous solution extracted with ether and the ether solution washed with saturated brine and dried over anhydrous Na2SO4. Removal of the solvent in vacuo gave the crude product which was chromatographed with 80 g of silica gel using hexane-ethyl acetate (4:1) to yield 0.857 g of the title compound.

来源