反应详情

5-nitro-indan-2-ol (1.55 g, 8.65 mmol) and K2CO3 (2.8 g, 20 mmol) was charged into a schlenk flask. The flask was evacuated and back filled with N2. DMF (10 mL) was added and stirred at r.t. for 30 min. MeI (excess, 10 mL) was added and the reaction mixture was stirred at 100° C. overnight. The reaction mixture was allowed to cool to room temperature. Water was added and the reaction mixture was extracted with EtOAc. The combined organic layers were washed with water and brine and dried over Na2SO4. Purification of the concentrated crude product by column chromatography (EtOAc:Hexane=1:9) afforded the title product as a pale yellow oil (520 mg, 74% based on recovered starting material).

1. customThe flask was evacuated
2. additionback filled with N2
3. additionDMF (10 mL) was added
4. additionMeI (excess, 10 mL) was added
5. stirringthe reaction mixture was stirred at 100° C. overnight
6. temperatureto cool to room temperature
7. additionWater was added
8. extractionthe reaction mixture was extracted with EtOAc
9. washThe combined organic layers were washed with water and brine
10. dry with materialdried over Na2SO4
11. customPurification of the
12. concentrationconcentrated crude product by column chromatography (EtOAc:Hexane=1:9)