Lithium Hydroxide → Cgs 22745
Reaction equation
[CH3:1][C:2]1[N:3]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([N:18]([O:20]C(=O)C)[CH3:19])=[O:17])=[CH:10][CH:9]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[OH-].[Li+]>CC(O)C>[CH3:1][C:2]1[N:3]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([N:18]([OH:20])[CH3:19])=[O:17])=[CH:10][CH:9]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3.12 g (E)-3-[4-(2,5-dimethyl-1-H-pyrrol-1-yl)phenyl]-N-acetoxy-N-methyl-2-propenamide in 2-propanol (50 ml) cooled to 0°, 1N aqueous lithium hydroxide (13 ml) is added with stirring. The mixture is stirred at room temperature for 30 minutes, then partitioned between ethyl acetate and 2N HCl. The organic phase is washed with brine, dried over magnesium sulphate and concentrated to dryness. Recrystallization from ethyl acetate yields (E)-3-[4-(2,5-dimethyl-1-H-pyrrol-1-yl)-phenyl]-N-hydroxy-N-methyl-2-propenamide of Example 1.