反应详情

温度

70 °C

To the stirred solution of 1,3,5-trichloro-2-((E)-2-nitro-propenyl)-benzene (5 g, 18.72 mmol) in H2O (20 ml) and MeOH (60 ml), iron powder (2.355 g, 42.12 mmoles) and conc. HCl (11.5 ml, 112 mmol) was added at ambient temperature under nitrogen environment. The reaction mixture was stirred at 70° C. for 1 hour. After 1 hour additional iron powder (2.355 g, 42.12 mmoles) and conc. HCl (11.5 ml, 112 mmol) was added, while stirring was continued for 2 hours at 70° C. After completion of the reaction, (confirmed by TLC) reaction mass was cooled to ambient temperature and MeOH was evaporated. The resulting residue was diluted with water and extracted with ethyl acetate (3×80 ml). Combined ethyl acetate layer was washed with water and brine and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuum. The crude material was purified by column chromatography (silicagel 60-120μ mesh, hexane/ethylacetate 95:5) to afford 3.7 g (83.3% of theory) of 1-(2,4,6-Trichloro-phenyl)-propan-2-one.

1. stirringwhile stirring
2. waitwas continued for 2 hours at 70° C
3. customAfter completion of the reaction, (confirmed by TLC) reaction mass
4. temperaturewas cooled to ambient temperature
5. customMeOH was evaporated
6. additionThe resulting residue was diluted with water
7. extractionextracted with ethyl acetate (3×80 ml)
8. washCombined ethyl acetate layer was washed with water and brine
9. dry with materialdried over anhydrous Na2SO4
10. concentrationThe organic layer was concentrated under vacuum
11. customThe crude material was purified by column chromatography (silicagel 60-120μ mesh, hexane/ethylacetate 95:5)