反应详情

A solution of mono-methyl terephthalate (4.00 g, 22 mmol) in ethyl acetate (25 mL) and DMF (0.1 mL) was cooled in an ice bath and treated with oxalyl chloride (11 mL, 2N in CH2Cl2, 22 mmol) over 30 minutes. After stirring 2 hours at room temperature the solvent was removed on a rotary evaporator and the residue dissolved in CH2Cl2 (20 mL) and added to a solution of benzyl 4-aminobenzoate (5.00 g, 22 mmol) in CH2Cl2 (25 mL) and triethylamine (4.3 mL, 31 mmol) at −60° C. The reaction mixture was warmed to room temperature for 1 hour and then partitioned between water and ethyl acetate. The ethyl acetate layer was dried over sodium sulfate, filtered, and evaporated. The residue was recrystallized from t-butyl methyl ether to give 5.85 g of compound 8.

1. customwas removed on a rotary evaporator
2. dissolutionthe residue dissolved in CH2Cl2 (20 mL)
3. temperatureThe reaction mixture was warmed to room temperature for 1 hour
4. custompartitioned between water and ethyl acetate
5. dry with materialThe ethyl acetate layer was dried over sodium sulfate
6. filtrationfiltered
7. customevaporated
8. customThe residue was recrystallized from t-butyl methyl ether