The general procedure for the synthesis of p-tert-butylbenzohydrazide from methyl p-tert-butylbenzoate is as follows:
1. Preparation of raw materials: 40.0 g (0.21 mol) of methyl p-tert-butylbenzoate and 60.0 g (1.20 mol) of hydrazine hydrate were added to a reaction flask containing 120 mL of dioxane.
2. Reaction process: The reaction mixture was heated to reflux for 28 hours.
3. Post-treatment: After completion of the reaction, the mixture was cooled to room temperature and subsequently poured into 1000.0 mL of water. 4.
4. Separation of products: The precipitated white solid was collected by filtration and dried under vacuum. 5.
5. Yield and characterization: 36.0 g of product was obtained in 90.0% yield. The product was characterized by 1H NMR (400 MHz, CDCl3) and 13C NMR (100 MHz, CDCl3) with the following data:
1H NMR δ: 7.67 (d, 2H, J = 8.4 Hz), 7.40 (d, 2H, J = 8.4 Hz), 4.15 (br, 2H, NH2), 1.29 (s, 9H, 3×CH3) ppm.
13C NMR δ: 168.54, 155.38, 129.54, 126.72, 125.57, 34.90, 31.07 ppm.
