반응 #73454

반응 방정식

4,10-dioxa-tricyclo[5.2.1.02,6]decane-3,5-dione

benzyl alcohol

→

10

7-oxa-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid monobenzyl ester

용매

dioxane

반응 조건

후처리

1. 1
   온도Cooled to room temperature
2. 2
   기타evaporated
3. 3
   기타to remove solvent
4. 4
   기타Residue obtained
5. 5
   기타was triturated with diisopropyl ether (20 mL)

실험 절차

A mixture of 4,10-dioxa-tricyclo[5.2.1.02,6]decane-3,5-dione (8, 3.7 g, 22.0 mmol) and benzyl alcohol (9) (4.5 mL, 44.0 mmol) in dioxane was heated at 80° C. for 16 h. Cooled to room temperature and evaporated to remove solvent. Residue obtained was triturated with diisopropyl ether (20 mL) to give white solid of 10 which was filtered, washed with diisopropyl ether (10 mL) and dried. Yield: 3.6 g (59%). 1H NMR (300 MHz, CDCl3) δ 1.45-1.55 (m, 2H); 1.78-1.81 (m, 2H); 3.05 (s, 2H); 4.91 (d, J=9.4 Hz, 2H); 5.02 (d, J=6.3 Hz, 1H); 5.13 (d, J=6.3 Hz, 1H); 7.28-7.40 (m, 5H).

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