Trichloroacetic Acid → HCID 59006711, compound

2,5-Difluoro-benzaldehyde (10 g, 70 mmol) was dissolved in DMF (150 mL) and trichloroacetic acid (20.2 g, 123 mmol) was added. Addition of the sodium trichloroacetate (22.5 g, 121 mmol) was initiated at 21° C. All sodium trichloroacetate was added in portions within 30 min, the temperature was kept at 23-27° C. throughout the whole reaction. One hour later the aldehyde was consumed. The reaction mixture was stirred over night at room temperature. The mixture was cooled to 2° C. and acetic anhydride (20 mL, 211 mmol) was added dropwise within 1 h. During the addition the mixture became very thick and more DMF (400 mL) was added. After addition the mixture was warmed to room temperature during 1 h. Water was added to give a solution that was extracted three times with diethyl ether. The combined organic phase washed five times with water, dried (MgSO4), filtered and evaporated to give the title compound as an yellow oil. Yield 84%, 18.2 g.

1. customwas initiated at 21° C
2. customthe temperature was kept at 23-27° C. throughout the whole reaction
3. customOne hour later the aldehyde was consumed
4. temperatureThe mixture was cooled to 2° C.
5. additionDuring the addition the mixture
6. additionAfter addition the mixture
7. temperaturewas warmed to room temperature during 1 h
8. customto give a solution that
9. extractionwas extracted three times with diethyl ether
10. washThe combined organic phase washed five times with water
11. dry with materialdried (MgSO4)
12. filtrationfiltered
13. customevaporated

ORD record

ord-a470d243d8694c79a660239ab991c81b

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07678796B2