反应详情

温度

0 °C

25 ml of DMF were cooled to 0° C. and POCl3 (4.95 g, 32.3 mmol, 2 eq.) added dropwise. The reaction was stirred 30 min at 0° C. and a solution of 2-chloro-acetophenone (2.5 g, 16.17 mmol, 1 eq.) in 15 ml of DMF was added. Once all added the reaction was warmed to 50° C. and stirred for 8 h. The mixture was cooled to 0° C. and hydroxylamine hydrochloride (4.49 g, 6.68 mmol, 4 eq.) was added by portions very carefully (exothermic). Once all added the reaction was stirred at r.t. for 2 h and quenched with H2O. The medium was basified until pH 2-3 was reached with 1N aq. NaOH and extracted with ethylacetate. The organic layer was washed with brine and dried over MgSO4. Removal of all volatiles under reduced pressure afforded 3-chloro-3-(2-chlorophenyl)acrylonitrile (2.01 g, 60% yield) as a mixture of isomers which was used without further purification.

1. additionOnce all added the reaction
2. temperaturewas warmed to 50° C.
3. stirringstirred for 8 h
4. temperatureThe mixture was cooled to 0° C.
5. additionOnce all added the reaction
6. stirringwas stirred at r.t. for 2 h
7. customquenched with H2O
8. extractionextracted with ethylacetate
9. washThe organic layer was washed with brine
10. dry with materialdried over MgSO4
11. customRemoval of all volatiles under reduced pressure