Hydrochloric Acid → 4,4-Difluorocyclohexanecarboxylic acid

Temperatur

60 °C

A suspension of ethyl 4,4-difluorocyclohexanecarboxylate (2500 mg, 13 mmol) in ammonium hydroxide (28%, 50 ml) was stirred at 60° C. overnight. After removal of solvent, the residue was washed with water. The precipitate was obtained as product (white solid, 800 mg). 1H NMR (300 MHz, CDCl3): δ 5.31-5.45 (br, 2H), 2.02-2.27 (m, 3H), 1.92-2.02 (m, 2H), 1.72-1.87 (m, 4H). The mother liquor was acidified with 1N HCl to pH<1. The compound was extracted with EtOAc. The organic layer was washed with water, brine, dried over anhydrous sodium sulphate, filtered, condensed. 4,4-difluorocyclohexanecarboxylic acid was obtained as a 1200 mg of white solid which was further converted to 4,4-difluorocyclohexanecarboxamide by following procedure.

1. customAfter removal of solvent
2. washthe residue was washed with water
3. customThe precipitate was obtained as product (white solid, 800 mg)
4. extractionThe compound was extracted with EtOAc
5. washThe organic layer was washed with water, brine
6. dry with materialdried over anhydrous sodium sulphate
7. filtrationfiltered
8. customcondensed

ORD-Eintrag

ord-99c39c38c7b14c18a779d626a82d28c4

Quelldatensatz

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07868008B2