[C:1]1([C:7]2[S:8][C:9]3[CH:15]([C:16]([O:18]C)=[O:17])[CH2:14][CH2:13][CH2:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[Li].O>C1COCC1.CO.O>[C:1]1([C:7]2[S:8][C:9]3[CH:15]([C:16]([OH:18])=[O:17])[CH2:14][CH2:13][CH2:12][C:10]=3[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1A mixture of methyl 2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate (12.0 mg, 0.044 mmol) and LiOH.H2O (2.7 mg, 0.065 mmol) in THF/MeOH/H2O (1 mL, 3:1:1) was stirred at RT for 45 min. The mixture was acidified to pH=3 and extracted with DCM. The comb. org. layers were dried over MgSO4, and conc. in vacuo.
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