C(O)(=O)C(O)=O.[O-]S([O-])(=O)=O.[Na+].[Na+].[O:14]1[CH:19]=[CH:18][CH2:17][CH2:16][CH2:15]1.[OH:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1.[OH-].[Na+]>CC(C)=O.O>[O:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH:19]1[O:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1
Oxalic acid (64 g, 0.5 mol), Na2SO4 (400 g) and distilled dihydropyran (600 mL) are added to a solution of 4-(2-hydroxyethyl)phenol (600 g, 4.3 mol) in acetone (3 l) and the mixture stirred for 3 hours. The resulting solution is added to water (4 l) containing 35% NaOH solution (500 mL), and washed with CH2Cl2 (2X). The mixture was stirred vigorously for one hour. The organic phase was washed with water (3×1 l) and evaporated to yield 4-(2-tetrahydropyran-2-yloxyethyl)phenol (9).
Loading…
