تفاعل #5702

معادلة التفاعل

ethyl chloroformate

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

sodium hydride

→

title compound

المردود 66.4%

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

المردود 66.4%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued for two hours at room temperature
3. 3
   أخرىAt the end of this time, the reaction contents
4. 4
   استخلاصthe aqueous solution extracted with ether
5. 5
   غسيلthe ether solution washed with saturated brine
6. 6
   تجفيفdried over anhydrous Na2SO4
7. 7
   أخرىRemoval of the solvent in vacuo
8. 8
   أخرىgave the crude product which
9. 9
   أخرىwas chromatographed with 80 g of silica gel

الإجراء التجريبي

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.

المصدر