HCID 59774862, compound → HCID 59774864, compound
Reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[CH:12]([C:14]1[S:15][CH:16]=[CH:17][N:18]=1)[OH:13]>ClCCl.O=[Mn]=O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[C:12]([C:14]1[S:15][CH:16]=[CH:17][N:18]=1)=[O:13]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of [2-(methoxymethoxy)-4-methylphenyl](1,3-thiazol-2-yl)methanol from step 1 (3.6 g, 13.7 mmol) and MnO2 (8.28 g, 95.2 mmol) in dichloromethane was stirred at room temperature overnight, filtered, and the insoluble material washed well with boiling EtOAc. The filtrates were combined and concentrated in vacuo to afford the title compound. 1H NMR (400 MHz, acetone-d6): 8.07-8.03 (m, 2H), 7.50 (d, 1H), 7.10 (s, 1H), 6.95 (d, 1H), 5.11 (s, 2H), 3.34 (s, 3H), 2.41 (s, 3H).