反应详情

The 1-benzyloxy-2,3-dimethoxy-5-nitrobenzene used as starting material was prepared by treating a solution of 1-benzoyl-2,3-dimethoxybenzene (7.25 g, 29.66 mmol) in glacial acetic acid (15 ml) portionwise with 70% nitric acid (2.84 ml) at room temperature. After 2 h, the reaction mixture was poured into ice-water and extracted with ethyl acetate. The organic phase was washed with 1M NaOH, then brine, dried (MgSO4) and evaporated. The crude product was purified by column chromatography [silica 20% ethyl acetate-hexane] to give, after recrystallisation from CH2Cl2-hexane, the desired product (1.89 g) as a white solid m.p. 101-102°. MS m/z (relative intensity) (M+H)+289 [(M+H),+2%] 91[100%]. 1-Benzyloxy-2,3-dimethoxybenzene was prepared by the method of F Dietl et al Synthesis, 626 (1985).

1. customwas prepared
2. extractionextracted with ethyl acetate
3. washThe organic phase was washed with 1M NaOH
4. dry with materialbrine, dried (MgSO4)
5. customevaporated
6. customThe crude product was purified by column chromatography [silica 20% ethyl acetate-hexane]
7. customto give
8. customafter recrystallisation from CH2Cl2-hexane