Acetic Acid → HCID 57465379, compound
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[O:13][CH:14]=2)=[CH:6][CH:5]=1)([O-])=O.C(O)(=O)C>[Zn]>[C:15]1([C:12]2[O:13][CH:14]=[C:10]([C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=3)[N:11]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
zinc dust (0.59 ml, 64 mmol) was added to a mixture of 4-(4-nitrophenyl)-2-phenyloxazole (1.13 g, 4.2 mmol) in acetic acid (20 ml, 349 mmol) at room temperature. An exotherm resulted. The reaction mixture was stirred at room temperature for 60 minutes then filtered, rinsing with ethyl acetate, and the filtrate concentrated under reduced pressure. The concentrate was slurried in toluene and concentrated under reduced pressure to afford a yellow solid (1.0 g, quantitative). ESI+ m/z=237.1 [MH]+.