Synthesis
The general procedure for the synthesis of 4'-hydroxy-3'-nitroacetophenone from p-hydroxyacetophenone was as follows: phenol (94 mg, 1 mmol) was dissolved in 3 mL of glacial acetic acid in a 50 mL test tube. Solid Y(NO3)3-6H2O (383 mg, 1 mmol) was then added and the reaction mixture was shaken continuously for 10 min at room temperature. The reaction process was monitored by thin layer chromatography (TLC) in petroleum ether with 10% ethyl acetate. After completion of the reaction, 30 mL of ice-cold water was added to the reaction mixture and allowed to stand for 15 min. The solid product was collected by filtration and washed with distilled water. The resulting solid product was used for analysis without further purification. The experimental methods for synthesizing compounds 2a-2e are detailed in Supporting Information.
References
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[2] Synlett, 2003, # 2, p. 191 - 194
[3] Synthetic Communications, 2008, vol. 38, # 19, p. 3366 - 3374
[4] Chinese Chemical Letters, 2011, vol. 22, # 7, p. 827 - 830
[5] Synthetic Communications, 1998, vol. 28, # 15, p. 2773 - 2781
