Reaktion #598828

Reaktionsgleichung

2,2,2-trifluoro-N-[4-(1-methylcyclobutyl)-2-nitrophenyl]acetamide

Methanol

Potassium carbonate

Water

→

desired compound

Ausbeute 102.1%

4-(1-methylcyclobutyl)-2-nitroaniline

Ausbeute 102.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled to RT
2. 2
   Sonstigethe methanol was removed in vacuo
3. 3
   workup.ADDITIONThe remaining aqueous phase was diluted with 10 ml H2O
4. 4
   Extraktionextracted with three 20 ml portions of EtOAc
5. 5
   TrocknenThe combined organic phase was dried over Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated
8. 8
   Sonstigeto yield an oil

Vorschrift

A solution of 2,2,2-trifluoro-N-[4-(1-methylcyclobutyl)-2-nitrophenyl]acetamide (580 mg. 1.9 mmol) in Methanol (18 ml, 440 mmol) was treated with a solution of Potassium carbonate (788 mg, 5.70 mmol) in Water (4.5 ml, 250 mmol) and the mixture was heated at 45° C. for 50 minutes The reaction mixture was cooled to RT and the methanol was removed in vacuo. The remaining aqueous phase was diluted with 10 ml H2O and extracted with three 20 ml portions of EtOAc. The combined organic phase was dried over Na2SO4, filtered and concentrated to yield an oil. The material was placed on high vacuum where upon it solidified giving the desired compound (400 mg). The material was used directly in the next step 1H NMR (400 MHz. CDCl3) d ppm 7.90 (d, J=2.07 Hz, 1H), 7.23 (dd, J=8.50, 2.28 Hz, 1H), 6.77 (d, J=8.71 Hz, 1H), 5.96 (br. s., 2H), 2.33 (m, 2H), 2.13 (m, 1H), 2.04 (m, 2H), 1.84 (m, 1H), 1.43 (s, 3H).

Quelle