N,N,N',N'-Tetramethylethylenediamine → HCID 23035563, compound

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Reaction Steps

40 ml of 1.55M n-butyl lithium in hexane are added under stirring with cooling to a tetrahydrofuran solution of 19 g of 1-phenylsulfonyl-3-dimethoxymethylindole and 6.5 g of N,N,N',N'-tetramethylethylenediamine. The mixture is stirred at room temperature, and then a solution of 9.3 g of 3,4-dimethoxybenzaldehyde in tetrahydrofuran is added thereto under cooling. The mixture is further stirred at room temperature, poured into water, and then extracted with ethyl acetate. The extract is dried and evaporated under reduced pressure to remove the solvent. The residue is purified by using silica gel column. 17 g of 1-phenylsulfonyl-2-(α-hydroxy-3,4-dimethoxybenzyl)-3-dimethoxymethylindole are obtained as syrup.

Provenance & Evidence