反应详情

trans-2,6-Dimethylpiperidin-4-one (93; 5.2 g, 39 mmol) was dissolved in CH2Cl2 (100 mL) and triethylamine (22 mL, 155 mmol) was added. The solution was stirred and treated with 4-chlorobenzenesulfonyl chloride (9.2 g, 43 mmol). The mixture was stirred for 24 hr and then partitioned between water (300 mL) and CH2Cl2 (300 mL). The organic layer was washed with 0.2 N citric acid, water, brine, dried over Na2SO4, filtered and the solvent evaporated. The residue (6.7 g) was purified by flash chromatography, eluting with EtOAc-hexane (1:3) mixture to yield 3.6 g (35%, 2 steps) of product 94.

1. stirringThe mixture was stirred for 24 hr
2. custompartitioned between water (300 mL) and CH2Cl2 (300 mL)
3. washThe organic layer was washed with 0.2 N citric acid, water, brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. customthe solvent evaporated
7. customThe residue (6.7 g) was purified by flash chromatography
8. washeluting with EtOAc-hexane (1:3) mixture