Ethanol → 4-Ethoxymethyl-2,6-dimethylnitrobenzene
Reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-:12])=[O:11])=[C:5]([CH3:13])[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([OH:22])[CH3:21]>>[CH2:20]([O:22][CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-:12])=[O:11])=[C:5]([CH3:13])[CH:4]=1)[CH3:21]Participants
4
Procedure
The product from Step A (19.0 g) is dissolved in ethanol (600 ml) and anhydrous potassium carbonate (32 g) is added. The reaction mixture is stirred at reflux until the reaction is complete by tlc (two hours). The mixture is cooled, and the solids are filtered, washed, and discarded. The filtrate and washings are evaporated to a residue and purified by column chromatography on silica gel, using as eluant cyclohexane/ethyl acetate (97:3 v/v). The desired product, 4-ethoxymethyl-2,6-dimethylnitrobenzene (10.4 g) is isolated as a colorless oil.