반응 #676072

반응 방정식

5,6-dichloro-1H-indole

ethyl 2-diazoacetate

→

desired product

수율 8.2%

Ethyl 2-(5,6-dichloro-1H-indol-3-yl)acetate

수율 8.2%

용매

DCM

반응 조건

후처리

1. 1
   기타quenched with water
2. 2
   건조The organic layer was dried over Na2SO4
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo
5. 5
   기타The residue was purified by Prep-HPLC

실험 절차

To a mixture of 5,6-dichloro-1H-indole (1.0 g, 5.37 mmol), Cu(OTf)2 (194 mg, 0.537 mmol) in DCM (15 mL) at RT, ethyl 2-diazoacetate (918 mg, 8.05 mmol) was added dropwise. The resulting mixture was stirred at RT for 16 h, quenched with water, and then extracted dichloromethane. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to afford the desired product (120 mg, 8.2% yield) as light yellow solid. ESI-MS m/z: 272.1[M+H]+.

출처