Hydrochloric Acid → alpha-Oxocyclohexaneacetic acid

Temperatur

60 °C

To a solution of ethyl cyclohexyloxoacetate (46 g) in MeOH (25 mL) was added water (60 mL) and NaOH (50% 20 mL) at 0-15° C. The reaction mixture was heated to 60° C. for 1.5 h. The reaction mixture was cooled with ice-water bath, and acidified with 15% HCl till pH 1. The mixture was extracted with ethyl acetate (2×250 mL). The extracts were washed with brine, dried with sodium sulfate. The drying agent was removed by filtration and the solvent was removed to give a low melting solid (39 g, 99%). 1H NMR: δ 1.15-1.40 (m, 5H,), 1.62-1.96 (m, 5H). 3.20 (m, 1H), 9.4 (s, 1H). 13C-NMR δ 25.93, 25.76, 27.89, 45.04, 160.90, 198.29.

1. temperatureThe reaction mixture was cooled with ice-water bath
2. extractionThe mixture was extracted with ethyl acetate (2×250 mL)
3. washThe extracts were washed with brine
4. dry with materialdried with sodium sulfate
5. customThe drying agent was removed by filtration
6. customthe solvent was removed

ORD-Eintrag

ord-646dac1da50b4aa08f07a7fafed051fb

Quelldatensatz

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06013830