2-(2-Bromophenoxymethyl)benzoic acid → 4-Bromo-6,11-dihydrodibenz[b,e]oxepin-11-one
反応式
[Br:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[O:4][CH2:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([OH:10])=O>FC(F)(F)C(OC(=O)C(F)(F)F)=O>[Br:1][C:2]1[C:3]2[O:4][CH2:5][C:6]3[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=3[C:8](=[O:10])[C:15]=2[CH:16]=[CH:17][CH:18]=1参加物
3
実験手順
A suspension of 2-(2-bromophenoxymethyl)benzoic acid (18.8 g, 0.06 mole) in 100 mL of trifluoracetic anhydride containing ten drops of boron trifluoride-ether complex was refluxed for four hours. The mixture was poured into ice water and then extracted with diethyl ether. Concentration of the ether solution under reduced pressure gave the pure product (9.2 g), mp 127°-130° C. pmr (CDCl3) δ: 7.28-8.19 (m, 76H, aromatic H); 6.99 (t, 1H, H2); 5.30 (s, 2H, ArCH2O).
後処理
- temperaturewas refluxed for four hours
- extraction