Reaktion #2127870

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, 1 H), 6.53 (m, 2 H), 3.34 (br. s., 4 H), 2.33 (m, 2 H), 2.08 (m, 1 H), 1.99 (m. 2 H). 1.80 (m, 1H), 1.42 (s, 3 H).

Quelle