Sulfuric Acid → 2-[3-(2-Methylphenyl)-5-Isoxazolyl]-Benzoic Acid
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH2:12][C:11]2([C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14](=[O:21])[O:13]2)[O:10][N:9]=1.O1CCOCC1.S(=O)(=O)(O)O>O>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:12]=[C:11]([C:20]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:14]([OH:21])=[O:13])[O:10][N:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 0.26 g. of 3'-(2-methylphenyl)-spiro[isobenzofuran-1(3H),5'(4'H)-isoxazol]-3-one, 4ml. of water, 4 ml. of dioxane and 0.10 ml. of concentrated sulfuric acid was stirred at reflux for one hour, allowed to cool and diluted with 15 ml. of water. The resultant oil was stirred several minutes to give 0.24 g. of white solid; m.p. 162°-163.5° C. in 92% yield.