反応 #676072

反応方程式

5,6-dichloro-1H-indole

ethyl 2-diazoacetate

→

desired product

収率 8.2%

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

収率 8.2%

溶媒

DCM

反応条件

後処理

1. 1
   その他quenched with water
2. 2
   乾燥The organic layer was dried over Na2SO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated in vacuo
5. 5
   その他The residue was purified by Prep-HPLC

実験手順

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]+.

出典