反应详情

Into a 100 ml reactor equipped with a condenser, thermometer and nitrogen introducing thin tube were charged 1.54 g (6.00 mmol) of trimethyl 1,3,5-benzenetricarboxylate, 4.00 g (18.00 mmol) of 3-(3-tert-butyl-2-hydroxy-5-methylphenyl)-1-propanol and 20 ml of N,N-dimethylformamide. The pressure of the reaction system was reduced to 20 mmHg and 75 vol% (15 ml) of N,N-dimethylformamide was distilled away to dry the reactants, solvent and apparatus. The reaction system was cooled to room temperature, and the vacuum was broken by introducing dry nitrogen. 0.07 g (1.8 mmol) of sodium amide was immediately added to initiate the ester exchange reaction. The reaction system was heated at 50° to 60° C. under 20 mmHg for 2 to 3 hours, and then heated at 60° to 80° C. under 20 mmHg for 2 to 3 hours while distilling N,N-dimethylformamide. Thereafter, the reaction mixture was further heated at 100° to 120° C. under 5 mmHg for 2 to 3 hours. When the reaction was completed, the reaction product was neutralized with dilute hydrochloric acid and then chloroform was added. After liquid separation and dehydration with anhydrous sodium sulfate, the organic solvent was removed under reduced pressure. After separation by silica gel chromatography (solvent: chloroform), 2.60 g (3.16 mmol) of the desired product was obtained. The yield was 53%. The physical properties of the product are shown below.

1. customInto a 100 ml reactor equipped with a condenser
2. distillationwas distilled away
3. customto dry the reactants, solvent and apparatus
4. additionby introducing dry nitrogen
5. temperatureThe reaction system was heated at 50° to 60° C. under 20 mmHg for 2 to 3 hours
6. temperatureheated at 60° to 80° C. under 20 mmHg for 2 to 3 hours
7. distillationwhile distilling N,N-dimethylformamide
8. temperatureThereafter, the reaction mixture was further heated at 100° to 120° C. under 5 mmHg for 2 to 3 hours
9. additionchloroform was added
10. customAfter liquid separation and dehydration with anhydrous sodium sulfate
11. customthe organic solvent was removed under reduced pressure
12. customAfter separation by silica gel chromatography (solvent: chloroform)