Methane → 4-(4-Fluoro-3-methylphenyl)butanoic acid

In methanol, 10.0 g of 4-(4-fluoro-3-methylphenyl)-4 -oxobutanoic acid were dissolved, followed by the addition of 1.5 g of activated charcoal (Norit EXW) and 12.4 ml of a palladium chloride solution (a solution obtained by dissolving 2.2 ml of concentrated hydrochloric acid and 2.5 ml of water to 1.0 g of palladium chloride with heating to give a total volume of 50 ml). The resulting mixture was subjected to catalytic reduction at room temperature and atmospheric pressure for 6 hours. After the completion of the reaction, the catalyst was filtered out by a glass filter paper, followed by washing with 12 ml of methanol. To the filtrate, 100 ml of a 5% aqueous solution of sodium hydroxide were added and the mixture was stirred for one hour. After the completion of the reaction, methanol was evaporated and the residue was adjusted to acidic with 12 ml of concentrated hydrochloric acid under ice cooling. The crystals so precipitated were collected by filtration, whereby 8.8 g of the title compound was obtained.

1. customobtained
2. temperaturewith heating
3. customto give a total volume of 50 ml)
4. customwas subjected to catalytic reduction at room temperature
5. customAfter the completion of the reaction
6. filtrationthe catalyst was filtered out by a glass
7. filtrationfilter paper
8. washby washing with 12 ml of methanol
9. additionTo the filtrate, 100 ml of a 5% aqueous solution of sodium hydroxide were added
10. customAfter the completion of the reaction, methanol
11. customwas evaporated
12. customThe crystals so precipitated
13. filtrationwere collected by filtration

ORD record

ord-61a5166f7fec4d689c14b613755419e6

Source dataset

uspto-grants-1998_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05849945