Sodium Hydroxide → 5-Cyclohexylthiophene-3-carboxylic acid
Reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:12]=[C:11]([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[S:10][CH:9]=1)=[O:7])C>O>[CH:13]1([C:11]2[S:10][CH:9]=[C:8]([C:6]([OH:7])=[O:5])[CH:12]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium hydroxide (1 N, 2.5 mL) was added to 5-(cyclohexyl)-thiophene-3-carboxylic acid ethyl ester (0.485 g) in IMS (3 mL). The reaction was irradiated in a microwave at 140° C. for 10 minutes. Water was added (5 mL) and the mixture washed with DCM. The aqueous layer was acidified to pH 1 and extracted with DCM. The organic solution was dried over magnesium sulphate, filtered and the solvent removed to give the title compound (460 mg, 86%). Recrystallisation from IMS/water gave a red solid (0.2 g). LCMS m/z 210.99 [M+H]+ RT=3.75 min (Analytical Method 4).