[CH2:1]([O:8][C:9]1[C:17]([O:18][CH2:19][CH3:20])=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[C:23]1(C)C=CC=CC=1.S(OC)(OC)(=O)=O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:1]([O:8][C:9]1[C:17]([O:18][CH2:19][CH3:20])=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[CH3:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
The 4-benzyloxy-5-ethoxyindole (1.8 g, 0.0067 mole) obtained in Example (1c), 50% caustic soda (8 ml), toluene (5.4 ml) and tetrabutylammonium hydrogen sulphate (180 mg) are successively introduced. The mixture is heated to 60° C. and dimethyl sulphate (1 g) is introduced. The mixture is left at 60° C. for 30 minutes, diluted with water and the two phases are separated. The organic phase is washed with water, dried and the solvent evaporated. A colorless oil of 4-benzyloxy-5-ethoxy-1-methylindole (1.6 g; yield= 95%) is obtained.
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