Acetone → 2,5-Di-[4-(6-acryloyloxyhexyloxy)benzoyloxy]benzoic acid
Reaktionsgleichung
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([O:21][C:22]2[CH:29]=[CH:28][C:27]([O:30][C:31]([C:33]3[CH:38]=[CH:37][C:36]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][O:46][C:47](=[O:50])[CH:48]=[CH2:49])=[CH:35][CH:34]=3)=[O:32])=[CH:26][C:23]=2[CH:24]=[O:25])=[O:20])=[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:14]=[CH:15][C:16]([C:19]([O:21][C:22]2[CH:29]=[CH:28][C:27]([O:30][C:31]([C:33]3[CH:34]=[CH:35][C:36]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][O:46][C:47](=[O:50])[CH:48]=[CH2:49])=[CH:37][CH:38]=3)=[O:32])=[CH:26][C:23]=2[C:24]([OH:53])=[O:25])=[O:20])=[CH:17][CH:18]=1)(=[O:4])[CH:2]=[CH2:3]Komponenten
3
Versuchsvorschrift
Jones oxidant (CrO3/H2SO4/H2O) (48 ml) was added to a ice-cooled solution of 2,5-di-[4-(6-acryloyloxyhexyloxy)phenylcarbonyloxy]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)phenylcarbonyloxy]benzoic acid as a white crystalline material. Yield 8.5 g.