반응 #71436

반응 방정식

3-nitropyrrole

cesium carbonate

1-chloro-2-dimethylaminoethane

→

title compound

수율 80.3%

Dimethyl-[2-(3-nitro-pyrrol-1-yl)-ethyl]-amine

수율 80.3%

용매

DMF

반응 조건

후처리

1. 1
   기타The reaction mixture was quenched by addition of a saturated aqueous solution of NaHCO3
2. 2
   추출extracted with DCM/MeOH (9:1
3. 3
   세척The organic phase was washed with a saturated aqueous solution of NaHCO3
4. 4
   건조dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The residue was purified by silica gel column chromatography (DCM DCM/MeOH, 97:3)

실험 절차

A mixture of 3-nitropyrrole (500 mg, 4.46 mmol), cesium carbonate (3.63 g, 11.2 mmol, 2.5 equiv), 1-chloro-2-dimethylaminoethane (835 mg, 5.8 mmol, 1.3 equiv) and DMF (5 mL) was stirred for 16 h at rt. The reaction mixture was quenched by addition of a saturated aqueous solution of NaHCO3 and extracted with DCM/MeOH (9:1, v/v). The organic phase was washed with a saturated aqueous solution of NaHCO3, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (DCM DCM/MeOH, 97:3) to afford 656 mg of the title compound as a yellow oil. Title compound: ESI-MS: 184.1 [M+H]+; TLC: Rf=0.38 (DCM/MeOH, 9:1).

출처