Sodium Hydroxide → 4-[1-(4-Bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid
Reaction equation
C[O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[C:18]([CH:23]3[O:28][CH2:27][CH2:26][CH2:25][O:24]3)[CH:17]=2)[CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:6][CH:5]=1.[OH-].[Na+]>CO>[Br:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][CH:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:29])=[O:2])=[CH:5][CH:6]=2)[CH2:11][CH:12]([CH3:13])[CH3:14])=[CH:17][C:18]=1[CH:23]1[O:24][CH2:25][CH2:26][CH2:27][O:28]1Participants
4
Procedure
To the solution of 4-[1-(4-bromo-3-[1,3]dioxan-2-yl-phenoxy)-3-methyl-butyl]-benzoic acid methyl ester (1000 mg) in methanol (20 mL) is added sodium hydroxide (5 N aqueous, 2 mL) and stirred for 4 h. The reaction mixture is concentrated and acidified by 5 N HCl (2 mL), extracted with ethyl acetate. Combined organic layers are washed with water and brine, dried over sodium sulfate. Concentration gives the title compound (940 mg) as a white solid.