Sodium Hydroxide → HCID 9903190, compound
Reaction equation
C([O:5][C:6](=[O:37])[CH2:7][O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([O:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([Si](C(C)(C)C)(C)C)[CH:21]=[C:20]3[CH:33]([CH3:35])[CH3:34])=[C:11]([CH3:36])[CH:10]=1)(C)(C)C.[OH-].[Na+]>C(O)C>[CH:33]([C:20]1[C:19]2[C:23](=[CH:24][CH:25]=[C:17]([O:16][C:12]3[C:11]([CH3:36])=[CH:10][C:9]([O:8][CH2:7][C:6]([OH:37])=[O:5])=[CH:14][C:13]=3[CH3:15])[CH:18]=2)[NH:22][CH:21]=1)([CH3:35])[CH3:34]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
0.24 g (0.46 mmol) of tert-butyl-[4-({1-[tert-butyl-(dimethyl)silyl]-3-isopropyl-1H-indol-5-yl}oxy)-3,5-dimethylphenoxy]acetate (Example XIII) is introduced dissolved in 5 ml of ethanol and 2.5 ml (2.50 mmol) of 1N sodium hydroxide solution are added. The batch is stirred at room temperature for 2.5 h. The solvent is evaporated in a rotary evaporator, the batch is diluted with 50 ml of water and the mixture is acidified with 1N hydrochloric acid solution. The aqueous phase is extracted twice with ethyl acetate, the combined organic phases are dried and the solvent is removed in vacuo. 0.186 g (87.3%) of {4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethyl-phenoxy}acetic acid is obtained