反应详情

2.33 g (0.00795 mol) of 4-iodo-2-nitrobenzoic acid were boiled und reflux in 13.8 ml (0.16 mol) of oxalyl chloride for 3 hrs. After removal of the excess oxalyl chloride the mixture was concentrated twice with 30 ml of toluene each time. The residue was dissolved in 80 ml of toluene, treated with 1.94 ml (0.0139 mol) of triethylamine and 1.52 g (0.00795 mol) of 1-benzyl-4-hydroxypiperidine and boiled at reflux for 18 hrs. After removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane (1:3). 0.465 g (13%) of 1-benzyl-piperidin-4-yl 4-iodo-2-nitrobenzoate was obtained as a yellow oil. MS: me/e=467 (C19H20IN2O4 +).

1. customAfter removal of the excess oxalyl chloride the mixture
2. concentrationwas concentrated twice with 30 ml of toluene each time
3. dissolutionThe residue was dissolved in 80 ml of toluene
4. temperatureat reflux for 18 hrs
5. customAfter removal of the solvent the residue
6. customwas chromatographed on silica gel with ethyl acetate/hexane (1:3)