Sodium Methoxide → 7-[(Methylsulfanyl)methyl]-1H-indole
Reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[CH2:17][S:18][CH3:19])[CH:10]=[CH:9]1)=O)(C)(C)C.C[O-].[Na+]>CO>[CH3:19][S:18][CH2:17][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]=1[NH:8][CH:9]=[CH:10]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.16 g (4.18 mmol) of the compound from Example 7A were introduced into 23 ml of methanol, 26 ml (113 mmol) of a 25% strength methanolic sodium methanolate solution were added, and the mixture was stirred at RT overnight. Then ice-water was added, and the mixture was extracted with dichloromethane. The organic phase was dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate gradient) to result in 549 mg (74% of theory) of the title compound.