[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][P:12]([OH:14])[OH:13])=[CH:4][CH:3]=1.[OH-].[Na+].[O-:17][Mn](=O)(=O)=O.[K+].P(O)O.Cl.S(=O)(O)[O-].[Na+]>CC(C)=O.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][P:12](=[O:17])([OH:14])[OH:13])=[CH:6][CH:7]=1To a solution of p-fluorophenylbutyl phosponous acid (1 g, 0.0046 mole) in acetone (10 ml) and water (10 ml) was added a solution of sodium hydroxide (0.185 g, 0.0046 mole) in water (5 ml) until a pH of 7 was reached. A solution of KMnO4 (0.44 gm, 0.0028 mole) in water (50 ml) was added slowly to the vigorously stirred solution of phosphonous acid at 20-25° C. After the addition (20 min), the reaction mixture was stirred for 10 min at ambient temperature and acidified with concentrated HCl acid until a pH 1 was reached. Saturated sodium bisulphite solution was added to the reaction mixture thereby resulting in formation of a cloudy white precipitate.
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