反应详情

10 mL of trifluoroacetic anhydride and 2 mL of acetone were added to a 0° C. slurry of 4-chlorosalicylic acid (2.23 g, 13 mmol) in 16 mL of trifluoroacetic acid. The mixture was allowed to slowly warm to room temperature and stirred for 25 hours under a nitrogen atmosphere. The tan solution was concentrated under vacuum, dissolved and re-concentrated from toluene twice, and dried under vacuum. The crude solid was dissolved in ethyl acetate and washed twice with saturated sodium bicarbonate solution and once with brine. The organic fraction was dried over sodium sulfate, and concentrated to a tan semi-solid, which was partially dissolved in 10 mL of dichloromethane and filtered to remove solids. The mother liquor was concentrated to give 1.28 g of a tan semi-solid. MS: (+) m/z 215.0/213.0 (M+1, 35/37Cl)

1. concentrationThe tan solution was concentrated under vacuum
2. dissolutiondissolved
3. concentrationre-concentrated from toluene twice
4. customdried under vacuum
5. dissolutionThe crude solid was dissolved in ethyl acetate
6. washwashed twice with saturated sodium bicarbonate solution and once with brine
7. dry with materialThe organic fraction was dried over sodium sulfate
8. concentrationconcentrated to a tan semi-solid, which
9. dissolutionwas partially dissolved in 10 mL of dichloromethane
10. filtrationfiltered
11. customto remove solids
12. concentrationThe mother liquor was concentrated