반응 #690151

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diazabicycloundecane

methyl {1-[bis(4-chlorophenyl)methyl]-3-hydroxyazetidin-3-yl}(3,5-difluorophenyl)acetate

pyridine

→

title compound

Methyl {1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}(3,5-difluorophenyl)acetate

용매

CH2Cl2

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후처리

1. 1
   기타The mixture was partitioned between ether and water
2. 2
   세척the aqueous layer was washed with 20 mL of ether
3. 3
   세척The organic layers were washed with brine
4. 4
   건조dried over MgSO4
5. 5
   농축concentrated
6. 6
   여과The residue was filtered through a pad of silica gel using 20% ether-hexane

실험 절차

A solution of 0.71 g (1.44 mmol) of methyl {1-[bis(4-chlorophenyl)methyl]-3-hydroxyazetidin-3-yl}(3,5-difluorophenyl)acetate, 0.295 g (1.73 mmol) of methanesulfonyl anhydride, and 0.400 mL pyridine in 5 mL of CH2Cl2 was stirred at room temperature overnight. To this was added 0.400 mL of diazabicycloundecane and the solution remained stirring at room temperature. The mixture was partitioned between ether and water and the aqueous layer was washed with 20 mL of ether. The organic layers were washed with brine, combined, dried over MgSO4 and concentrated. The residue was filtered through a pad of silica gel using 20% ether-hexane to afford the title compound; 1H-NMR(CDCl3) δ 3.67 (s, 3H), 3.84 (m, 2H), 4.25 (m, 2H), 4.54 (s, 1H), 6.76 (m, 1H), 6.78 (m, 2H), 7.33 (m, 4H), 7.38 (m, 4H); Mass Spectrum: m/e =474 (M+1 35Cl, 35Cl) and 476 (M+1 35Cl, 37Cl).

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