1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide → HCID 86613309, compound
Reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3([CH2:25][OH:26])[CH2:24][CH2:23]3)[O:13][N:12]=2)=[CH:7][CH:6]=1.OI1(=O)C2C=CC=CC=2C(=O)O1>ClCCl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:15]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[C:14]([C:22]3([CH:25]=[O:26])[CH2:23][CH2:24]3)[O:13][N:12]=2)=[CH:9][CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture consisting of the substrate {1-[3-(4-methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropyl}-methanol (Examples 4-13 General Procedures, Coupling Method C, Step iii, 0.500 g) in dichloromethane (8 mL) is added 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (1.19 g.) The stirring mixture is brought to reflux till the substrate is not detected by methods such as thin layer chromatography or mass spectrometry. The mixture is then cooled to room temperature and filtered. The filtrate is concentrated under reduced pressure to afford the solid 1-[3-(4-methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropanecarbaldehyde.