반응 #487880

반응 방정식

Water

sodium hydride

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

2-Bromomethyl-2-phenyl[1,3]dioxolane

→

2,8-dimethyl-5-((2-phenyl-1,3-dioxolan-2-yl)methyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

용매

DMF

반응 조건

후처리

1. 1
   온도The resulting solution was cooled in an ice-water bath
2. 2
   추출the product was extracted with EtOAc
3. 3
   세척The organic layer was washed with water
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel chromatography
7. 7
   세척eluting with 0-5% MeOH

실험 절차

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (2 g, 10 mmol) was dissolved in 20 mL of DMF. The resulting solution was cooled in an ice-water bath and sodium hydride (840 mg, 4.2 mmol) was added under nitrogen atmosphere. 2-Bromomethyl-2-phenyl[1,3]dioxolane (2.43 g, 10 mmol) was added and the reaction mixture was heated at 100° C. overnight. Water was added and the product was extracted with EtOAc. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 0-5% MeOH:DCM.

출처