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Representative Procedure for the Synthesis of 2a To a mixture of 4-bromobenzaldehyde (10 g, 0.054 mol) and 3,5-dimethoxyaniline (8.26 g, 0.054 mol) in CH2Cl2 (60 mL) was added TFA (12.30 g, 0.108 mol, and the mixture was stirred at r.t. for 10 min. To this was added TES (12.5 g, 0.108 mol) in drops over a period of 10 min, and the reaction was stirred at r.t. for additional 2 h. The completion of reaction was confirmed by TLC (2% MeOH in CH2Cl2, The solvent was removed under vacuum and the residue was diluted with H2O (50 mL) and washed with hexane (2 x 50 mL, The aqueous phase was basified with sat. aq solution of NaHCO 3 and extracted with CH2Cl2 (2 x 100 mL, The combined organic phase was washed with H2O (1 x 100 mL, brine (1 x 50 mL, and dried over Na2SO4. The solvent was removed under vacuum to afford 16 g (93, of 4-(4-bromobenzyl)-3,5- dimethoxyan
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2: C, 55.92; H, 5.01, N, 4.35. Found: C, 55.99; H, 5.05, N, 4.28.
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