반응 #1382672

반응 방정식

5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene

vinylene carbonate

→

solid

수율 94.5%

1,7,8,9-Tetrachloro-10,10-dimethoxy-3,5-dioxa-tricyclo[5.2.1.02,6]dec-8-en-4-one

수율 94.5%

반응 조건

후처리

1. 1
   기타In a 500 mL 3N RB flask equipped with a water condenser, N2 flow adapter
2. 2
   온도upon cooling
3. 3
   기타was recrystallized from THF
4. 4
   여과filtered

실험 절차

In a 500 mL 3N RB flask equipped with a water condenser, N2 flow adapter and thermometer, was placed 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene (20.7 g, 0.078 mol) and vinylene carbonate (6.7 g, 0.078 mol). The mixture was heated to 90° C. for 4 h, then at 60° C. for 63 h. The reaction was judged complete by TLC and upon cooling, the product solidified, was recrystallized from THF and filtered to provide a white solid (25.80 g, 94%). (TLC 20% EtOAc/hexanes Rf 0.29); 1H NMR (400 MHz, CDCl3) δ 5.13 (s, 2H), 3.59 (s, 3H), 3.56 (s, 3H); GCMS m/z 348 (M)+; mp 160–162° C.; Anal. Calcd. for C10H8Cl4O5: C, 34.32; H, 2.30. Found C, 34.32; H, 2.27.

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