Nitric Acid → 3-Tert-butyl-2-hydroxy-5-nitrobenzaldehyde
Reaction equation
[C:1]([C:5]1[C:6]([OH:13])=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[C:1]([C:5]1[C:6]([OH:13])=[C:7]([CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=1)[CH:8]=[O:9])([CH3:4])([CH3:2])[CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5.0 g (28 mmol) of 3-tert-butyl-2-hydroxybenzaldehyde in 8 ml of glacial acetic acid were introduced into a 50 ml two-necked flask fitted with magnetic stirrer and dropping funnel, and 2.8 ml (68 mmol) of nitric acid were added at a temperature of below 5° C. The batch was subsequently stirred further at room temperature for one hour. The product was isolated by precipitation on ice and washed with water. After recyrstallization of the methanol, the product was dried. The yield was 64%.