反应详情

温度

0 °C

A solution of 5-nitro-3H-benzooxazol-2-one (26 g) in DMF (100 mL) was added to a suspension of NaH (60% in mineral oil, 10.71 g) in DMF (100 mL) over a period of 1 hour. Stirring was continued for 45 minutes at r.t. The mixture was cooled to 0° C. and methyl iodide dissolved in DMF (20 mL) was added dropwise over a period of 30 minutes. The mixture was stirred over night at r.t. The reaction mixture was poured into ice/water and extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. CH2Cl2:methanol=4:1 (150 mL) was added to the resulting precipitate and the suspension was stirred for 1 hour at r.t. The solid was filtered off and dried in vacuo. The title compound was obtained as a orange solid (18.33 g, 62%). MS (EI)=194.0 [M+].

1. additionwas added dropwise over a period of 30 minutes
2. stirringThe mixture was stirred over night at r.t
3. extractionextracted two times with ethyl acetate
4. washThe combined organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customthe solvent was evaporated
8. additionCH2Cl2:methanol=4:1 (150 mL) was added to the resulting precipitate
9. stirringthe suspension was stirred for 1 hour at r.t
10. filtrationThe solid was filtered off
11. customdried in vacuo