Potassium Carbonate → 4-(1,1-Dimethylpropyl)-benzenethiol
Reaction equation
CN(C)C([S:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:16])([CH3:15])[CH2:13][CH3:14])=[CH:8][CH:7]=1)=O.C([O-])([O-])=O.[K+].[K+]>CO>[CH3:16][C:12]([C:9]1[CH:8]=[CH:7][C:6]([SH:5])=[CH:11][CH:10]=1)([CH3:15])[CH2:13][CH3:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Reflux a mixture of 1-dimethylcarbamoylthio-4-(1,1-dimethyl-propyl)-benzene (520 mg, 2.1 mmol) and K2CO3 (1.28 g, 9.3 mmol) in methanol (40 mL) for 6 h. Cool to room temperature and concentrate in vacuo. Suspend the residue in water and acidify to pH 1 with 1M aqueous HCl. Extract the aqueous phase with EtOAc (3×40 mL). Dry the combined organic extracts over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (1:0 to 97:3) to obtain the title compound (100 mg, 26%).