C[O:2]S(C1C=CC=CC=1)(=O)=O.[CH2:12]([O:19][C:20]1[CH:25]=[C:24]([CH2:26][CH3:27])[CH:23]=[CH:22][C:21]=1C1C=C(C)C=CC=1S(O)(=O)=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Mg].Cl>CO>[CH2:12]([O:19][C:20]1[CH:25]=[C:24]([CH2:26][CH3:27])[CH:23]=[CH:22][C:21]=1[OH:2])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1To a solution of 2-(benzyloxy)-4-ethylphenyl-4-methylbenzenesulfonate methylbenzenesulfonate (0.26 mmol; 100 mg) under argon, in methanol (2 mL), was added magnesium (2.61 mmol; 0.63 g). The reaction was stirred at room temperature overnight. The reaction mixture was hydrolysed with HCl 1N (3 mL) and extracted with ethyl acetate (3*5 mL). Combined organic phases were washed with saturated NaHCO3 (10 mL), dried over Na2SO4, concentrated. The residue was purified with preparative TLC (dichloromethane/cyclohexane: 9/1) to yield the title compound as a yellow oil (48 mg; 0.21 mmol; 80%).
Loading…
