反应详情

温度

100 °C

Under N2 atmosphere, a mixture of 30 g (132 mmol) 5-bromoisobenzofuran-1,3-dione (≡4-bromophthalic acid anhydride; Apin, GB) and 12.87 ml (132 mmol) 4-picoline is heated for 15 h to 180° C. The resulting black mass is cooled to 100° C., mixed with 160 ml ethanol, boiled for 2 hours, and filtered off. The dried residue is triturated in a mortar, boiled further for 1 h in 180 ml ethanol, filtered, and washed with ethanol. The residue is dissolved at 140° C. in 90 ml DMEU, cooled, mixed with 250 ml ethyl acetate and filtered (→residue is washed out with ethyl acetate and discarded). The ethyl acetate from the filtrate is evaporated off and the residue then diluted with 260 ml acetonitrile, the title compound crystallizing out in the process: HPLC: tRet(Grad20-100)=10.4; MS (M)+=301/303.

1. temperatureis heated for 15 h to 180° C
2. filtrationfiltered off
3. customThe dried residue is triturated in a mortar
4. waitboiled further for 1 h in 180 ml ethanol
5. filtrationfiltered
6. washwashed with ethanol
7. dissolutionThe residue is dissolved at 140° C. in 90 ml DMEU
8. temperaturecooled
9. additionmixed with 250 ml ethyl acetate
10. filtrationfiltered (→residue
11. washis washed out with ethyl acetate
12. customThe ethyl acetate from the filtrate is evaporated off
13. additionthe residue then diluted with 260 ml acetonitrile
14. customthe title compound crystallizing out in the process