Pyridinium chloride → 3-Hydroxy-5-methoxy4-nitrophenylacetic acid
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:14][C:15]([OH:17])=[O:16])[CH:6]=[C:7]([O:12]C)[C:8]=1[N+:9]([O-:11])=[O:10].Cl.N1C=CC=CC=1>>[OH:12][C:7]1[CH:6]=[C:5]([CH2:14][C:15]([OH:17])=[O:16])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[N+:9]([O-:11])=[O:10]Participants
3
Conditions
- Temperature
- 145 °C
Procedure
A stirred mixture of 3,5-dimethoxy-4-nitrophenylacetic acid (0.4 g, Reference Example 13) and pyridine hydrochloride (6 g) was heated at 145° C., under argon, for 4 hours. The cooled reaction mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, then with brine, then dried and then evaporated to give a 1:1 mixture of the title compound and starting material (0.37 g) which was used without further purification.