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With triethylamine; In dichloromethane; at 20℃; for 2h;
Scheme 1; Methods B and C; Choroethylsulfonyl chloride (3.4 g, 0.02 mol) was dissolved in dichloromethane (100 ml_) and cooled to -780C under nitrogen. Triethylamine (2.12 g, 1 eq) was added and the reaction was stirred at -780C for 10 minutes. The reaction mixture was warmed to room temperature and stirred for 2 hours. Bis-4-methoxydibenzyl- amine.HCI (6 g, 0.02 mol) was added, followed by triethylamine (4.24 g, 2 eq) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with dichloromethane (100 ml_) and washed with 10% HCI and brine. The solvent was removed in vacuo and the product was isolated by silica gel chromatography using a gradient of 0-50% ethyl acetate/hexane mixture as eluent to afford 1.37 g of compound 2. 1H-NMR (CDCI3 400 MHz) delta 7.25 (d, 4H), 6.87 (d, 4H), 6.26 (m, 2H), 5.86 (d, 1 H), 4.19 (s, 4H)1 3.81 (s, 6H).
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