3-(2,4,5-trifluorophenyl)prop-2-enoic Acid → 3-(2,4,5-Trifluorophenyl)propanoic acid

3-(2,4,5-Trifluorophenyl)acrylic acid (3.50 g, 17.3 mmol) was dissolved in glacial acetic acid (40 mL) and treated with active carbon (˜0.5 g). The mixture was stirred for 20 min, the carbon filtered off and washed with glacial acetic acid (20 mL). To the resulting solution Pd on carbon catalyst (0.45 g, 10% Pd) was added and the mixture was stirred under hydrogen at atmospheric pressure overnight. The suspension was filtered and concentrated in vacuo. Residual acetic acid was removed by addition of a small volume of toluene followed by concentration in vacuo. The resulting oil crystallized upon standing and this material was dried in vacuum at 50° C. to give 3.34 g (95%) of the title compound.

1. additiontreated with active carbon (˜0.5 g)
2. filtrationthe carbon filtered off
3. washwashed with glacial acetic acid (20 mL)
4. additionTo the resulting solution Pd on carbon catalyst (0.45 g, 10% Pd) was added
5. stirringthe mixture was stirred under hydrogen at atmospheric pressure overnight
6. filtrationThe suspension was filtered
7. concentrationconcentrated in vacuo
8. customResidual acetic acid was removed by addition of a small volume of toluene
9. concentrationfollowed by concentration in vacuo
10. customThe resulting oil crystallized
11. customthis material was dried in vacuum at 50° C.

ORD record

ord-bdaddc9cbe334e608b0eb4886803086f

Source dataset

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07244722B2