4-Aminophenol → m-aminophenoxy-2-methylpropyl Methyldimethoxysilane

Participants

Reaction Conditions

Reaction Steps

Using the general procedure described in Example 1 a reactor is charged with 60 g (0.55 mole) of p-aminophenol, 43.28 g of a 50% by weight aqueous solution of sodium hydroxide (0.54 mole NaOH), 112 cc dimethylsulfoxide and 120 cc toluene. The resultant mixture is heated to the boiling point for six hours under a nitrogen atmosphere to remove all of the water present by azeotropic distillation. The reaction mixture is then allowed to cool to about 75° C., at which time 117 g (0.56 mole) of 2-methylchloropropyl methyldimethoxysilane are added dropwise while the reaction mixture is stirred. Following completion of the addition the reaction mixture is heated at 115° C. for about 16 hours, following which the mixture is allowed to cool and is filtered to remove any solid material. The solvents are then removed under a pressure of about 15 mm of mercury at a temperature of about 60° C. The pressure is then reduced to 2 mm of mercury and the material boiling at 165° C. is collected. Analysis by vapor phase chromatography indicates that the purity of the product, a pale yellow viscous liquid, was greater than 98%.

Provenance & Evidence