Sodium Hydroxide → 4-Neopentyl-2-nitroaniline
Reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([NH:12]C(=O)C)=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1)[C:2]([CH3:5])([CH3:4])[CH3:3].[OH-].[Na+]>O>[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1)[C:2]([CH3:5])([CH3:4])[CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
A suspension of N-(4-neopentyl-2-nitrophenyl)acetamide (Preparation 87, 3.0 g, 12.0 mmol) in aqueous sodium hydroxide (6.0 M, 20 mL, 120 mmol) was heated at 90° C. for 36 hours. After cooling, a small amount of water was added and the mixture extracted with dichloromethane (5×). The organic layers were combined, dried over anhydrous magnesium sulphate, filtered, and concentrated in vacuo to provide the title compound (2.15 g, 90%) as a yellow solid.