Reaktion #543186

Reaktionsgleichung

5-nitro-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-pyridine

hydrogen

→

solid

Ausbeute 95.0%

6-(2,2,6,6-Tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine

Ausbeute 95.0%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered through a pad of Celite
2. 2
   Einengenconcentrated in vacuo

Vorschrift

To a solution of 5-nitro-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-pyridine (as prepared in the previous step, 15.0 g, 57.1 mmol) in EtOH (60 mL) was added 10% Pd/C (7.00 g). The resulting mixture was hydrogenated at 50 psi of hydrogen pressure for 2 h. The reaction mixture was filtered through a pad of Celite and concentrated in vacuo to obtain a beige solid (12.7 g, 95%) which was directly used in next step without further purification. 1H-NMR (CDCl3; 400 MHz): δ 8.05 (br s, 1H), 6.98 (m, 2H), 3.59 (br s, 2H), 3.16 (m, 1H), 1.79 (m, 2H), 1.52 (m, 2H), 1.35 (s, 6H), 1.26 (s, 6H). Mass spectrum (ESI, m/z): Calcd. for C14H22N2O, 235.2 (M+H), found 235.1.

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