反应详情

To a solution of LiHMDS (49.0 mL, 2 M in THF/heptane) in THF (40 mL) was added 2-chlorophenylamine (6.50 mL, 60.6 mmol) at −78° C. After vigorous stirring for 10 minutes, a solution of 5-bromo-2,3,4-trifluoro-benzoic acid (2) (7.70 g, 30.2 mmol) in THF (60 mL) was added. The dry-ice bath was removed and the reaction mixture stirred for 4 hours at room temperature. The mixture was concentrated, treated with 10% aqueous HCl (75 mL), and extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered, and concentrated. Purification by trituration with boiling CH2Cl2 gave 7.24 g (66%) of the desired acid (3) as a yellow solid

1. customThe dry-ice bath was removed
2. stirringthe reaction mixture stirred for 4 hours at room temperature
3. concentrationThe mixture was concentrated
4. additiontreated with 10% aqueous HCl (75 mL)
5. extractionextracted with EtOAc
6. dry with materialThe combined organic extracts were dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. customPurification by trituration with boiling CH2Cl2