Thioanisole → Methyl 2-(2-hydroxy-5-(2-(thiomorpholin-4-yl)ethoxy)benzamido)-4-phenylbenzoate
Reaktionsgleichung
C1(SC)C=CC=CC=1.C([O:16][C:17]1[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH2:44][N:45]2[CH2:50][CH2:49][S:48][CH2:47][CH2:46]2)=[CH:38][C:18]=1[C:19]([NH:21][C:22]1[CH:31]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:29]=[CH:28][C:23]=1[C:24]([O:26][CH3:27])=[O:25])=[O:20])C1C=CC=CC=1>FC(F)(F)C(O)=O>[OH:16][C:17]1[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH2:44][N:45]2[CH2:46][CH2:47][S:48][CH2:49][CH2:50]2)=[CH:38][C:18]=1[C:19]([NH:21][C:22]1[CH:31]=[C:30]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:29]=[CH:28][C:23]=1[C:24]([O:26][CH3:27])=[O:25])=[O:20]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Thioanisole (3.2 mL) and trifluoroacetic acid (10 mL) were added to the obtained methyl 2-(2-(benzyloxy)-5-(2-(thiomorpholin-4-yl)ethoxy)benzamido)-4-phenylbenzoate (0.80 g), followed by stirring at room temperature for 18 hours. The solvent was evaporated under reduced pressure, and a saturated aqueous solution of sodium bicarbonate and chloroform were added to the residue. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [Kanto Chemical Co., Inc., silica gel 60 (spherical), eluent: 70-0% hexane/ethyl acetate to 100-95% chloroform/methanol] to obtain 0.54 g of methyl 2-(2-hydroxy-5-(2-(thiomorpholin-4-yl)ethoxy)benzamido)-4-phenylbenzoate as a brown solid.