p-Toluenesulfonic acid monohydrate → HCID 59216307, compound
Reaction equation
[F:1][C:2]1[CH:11]=[C:10]([C:12](=[O:15])[CH:13]=[O:14])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C([O-])([O-])[O:17][CH2:18][CH3:19].O.[C:23]1(C)C=CC(S(O)(=O)=O)=C[CH:24]=1>C1(C)C=CC=CC=1>[CH2:23]([O:14][CH:13]([O:17][CH2:18][CH3:19])[C:12]([C:10]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([F:1])[CH:11]=1)=[O:15])[CH3:24]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of methyl 2-fluoro-4-(oxoacetyl)benzoate (1.60 g), ethyl orthoformate (5.2 mL), p-toluenesulfonic acid monohydrate (70 mg) in toluene (20 mL) was heated under reflux for 3 h. After cooling, the mixture was concentrated. The residue was flash chromatographed on a silica gel column to give the desired product (0.63 g).