Acetic Acid → 1-Isopropyl-4-(trifluoromethyl)benzene

2-(4-(Trifluoromethyl)phenyl)-2-propanol (233 mg, 1.14 mmol), acetic acid (0.50 mL) and 20% palladium(II) hydroxide (120 mg) were combined in 2.0 mL of methanol and subjected to hydrogenation at 48 psi on a Parr shaker overnight. The mixture was centrifuged and the supernatant was filtered through 0.45 micron filter. The catalyst was washed with 3.0 mL of methanol followed by 2×3.0 mL of pentane. The combined filtrates were diluted with 20 mL of pentane and washed with 35 mL of saturated sodium bicarbonate. After extracting the aqueous layer with 2×20 mL of pentane, the combined organic layers were dried over sodium sulfate. The solvents were removed by distillation at atmospheric pressure to give the title compound.

1. customsubjected to hydrogenation at 48 psi on a Parr shaker overnight
2. filtrationthe supernatant was filtered through 0.45 micron
3. filtrationfilter
4. washThe catalyst was washed with 3.0 mL of methanol
5. additionThe combined filtrates were diluted with 20 mL of pentane
6. washwashed with 35 mL of saturated sodium bicarbonate
7. extractionAfter extracting the aqueous layer with 2×20 mL of pentane
8. dry with materialthe combined organic layers were dried over sodium sulfate
9. customThe solvents were removed by distillation at atmospheric pressure

ORD record

ord-c9d701b4359743618598c35dc6098b8e

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05877191