Acetone → 2,5-Di-[4-(6-acryloyloxyhexyloxy)benzoyloxy]benzoic acid
反応式
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:50]=[CH:49][C:16]([C:17]([O:19][C:20]2[CH:27]=[CH:26][C:25]([O:28][C:29](=[O:48])[C:30]3[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][O:43][C:44](=[O:47])[CH:45]=[CH2:46])=[CH:32][CH:31]=3)=[CH:24][C:21]=2[CH:22]=[O:23])=[O:18])=[CH:15][CH:14]=1)(=[O:4])[CH:2]=[CH2:3].CC(C)=[O:53]>>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:50]=[CH:49][C:16]([C:17]([O:19][C:20]2[CH:27]=[CH:26][C:25]([O:28][C:29](=[O:48])[C:30]3[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][O:43][C:44](=[O:47])[CH:45]=[CH2:46])=[CH:32][CH:31]=3)=[CH:24][C:21]=2[C:22]([OH:53])=[O:23])=[O:18])=[CH:15][CH:14]=1)(=[O:4])[CH:2]=[CH2:3]参加物
3
実験手順
Jones oxidant (CrO3/H2SO4/H2O) (48 ml) was added to a ice-cooled solution of 2,5-di-[4-(6-acryloyloxyhexyloxy)benzoyloxy]benzaldehyde (8.24 g, 12 mmol) in acetone (300 ml) in a dropwise fashion over a period of 30 min. The reaction mixture was stirred overnight at room temperature. The resulting green-orange mixture was filtered off to leave a green precipitate that was washed with 600 ml of ether. The combined organic solutions were washed with water until the orange coloration disappeared (6×250 ml). The colourless organic solution obtained was washed with saturated NaCl solution (2×300 ml), dried over MgSO4 and filtered. Removal of the solvent gave pure 2,5-di-[4-(6-acryloyloxyhexyloxy)benzoyloxy]benzoic acid as a white crystalline material. Yield 8.5 g.