Reaktion #598829

Reaktionsgleichung

4-(1-methylcyclobutyl)-2-nitroaniline

→

desired compound

Ausbeute 101.1%

4-(1-methylcyclobutyl)benzene-1,2-diamine

Ausbeute 101.1%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction flask was evacuated
2. 2
   workup.ADDITIONfilled with hydrogen gas three times
3. 3
   FiltrationThe reaction mixture was filtered through a pad of solka Floc®
4. 4
   Waschenthe pad was washed with 20 ml MeOH
5. 5
   EinengenThe filtrate was concentrated
6. 6
   Sonstigeto yield an oil which

Vorschrift

A solution of 4-(1-methylcyclobutyl)-2-nitroaniline (138 mg. 0.668 mmol) in ethanol (8.5 mL, 140 mmol) was carefully treated with 10% Palladium on Carbon (14.2 mg, 0.0134 mmol) as a slurry in ethanol. The reaction flask was evacuated and filled with hydrogen gas three times and the reaction mixture was stirred under an atmosphere of Hydrogen for 4 h. The reaction mixture was filtered through a pad of solka Floc® and the pad was washed with 20 ml MeOH. The filtrate was concentrated to yield an oil which was placed under high vacuum yielding the desired compound as a solid (119 mg) which was used directly in the next step. 1H NMR (400 MHZ. CDCl3) δH ppm 6.66 (m, 1H), 6.53 (m, 2H), 3.34 (br. s., 4H), 2.33 (m, 2H), 2.08 (m, 1H), 1.99 (m. 2H). 1.80 (m, 1H), 1.42 (s, 3H).

Quelle