Methanol → HCID 22943903, 화합물

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[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH:23]3[O:25][CH2:24]3)=[CH:17][CH:16]=2)([CH3:14])[CH3:13])=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.FC(F)(F)S([O-])(=O)=O.[Er+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.C(=O)(O)[O-].[Na+].[CH3:56][OH:57]>>[CH3:56][O:57][CH2:24][CH:23]([OH:25])[CH2:22][O:21][C:18]1[CH:19]=[CH:20][C:15]([C:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:1][CH:2]3[CH2:3][O:4]3)=[CH:7][CH:8]=2)([CH3:14])[CH3:13])=[CH:16][CH:17]=1

참가 물질

반응물 4

HCID 887Methanol

HCID 2286Bisphenol A diglycidyl ether

HCID 516892Sodium Bicarbonate

HCID 11479047Erbium(III) trifluoromethanesulfonate

생성물 1

HCID 22943903HCID 22943903, 화합물수율 23%

실험 절차

To a solution of racemic derivative Bisphenol A diglycidyl ether (500 mg, 1.46 mmol, 1 equiv) in methanol (5 mL) was added solid Erbium(III) trifluoromethanesulfonate (90 mg, 0.146 mmol, 1/10 equiv) in one portion and the mixture was stirred at room temperature for 1 h. Sodium bicarbonate was added (1 mL), the organic solvent was evaporated under reduced pressure and the residue was extracted with dichloromethane (3×5 mL). The organic layer was washed with deionized water (2×5 mL), was dried over anhydrous magnesium sulfate, was filtered, and was concentrated under reduced pressure. The resulting residue was purified by flash column chromatography on silica gel (eluent: 10% to 40% ethyl acetate in hexane) to provide the title compound (128 mg, 23%) as a pale foam.