反应详情

温度

2.5 °C

AlCl3 (12.0 g, 89.0 mmol) was added to 15 ml of methylene chloride and cooled to 0-5° C., following by addition of 3-nitropropanoyl chloride (11 g, 80 mmol). Octylbenzene (17.10 g, 89.0 mmol) in 40 ml of CH2Cl2 was dropwise added and the solution was stirred at room temperature under TLC monitoring. After reaction completion, the mixture was poured onto ice, acidified by addition of 2 M HCl to pH 2, and extracted with CH2Cl2. The combined organic extracts were washed again with 2 M HCl and water, dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to yield a solid that was recrystallized (hexanes) to give 3-nitro-1-phenylpropan-1-one (76%); mp 59-62° C., ESIMS 292 [M+H]+.

1. customAfter reaction completion
2. additionthe mixture was poured onto ice
3. extractionextracted with CH2Cl2
4. washThe combined organic extracts were washed again with 2 M HCl and water
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customthe solvent was removed under reduced pressure
8. customto yield a solid
9. customthat was recrystallized (hexanes)