Reaktion #804796

Reaktionsgleichung

product

2-(4-Octylbenzylamino)acetonitrile

Me3SiN3

TBAF

THF

→

title compound

Ausbeute 84.5%

N-(1H-Tetrazol-5-yl)methyl-4-n-octylbenzylamine

Ausbeute 84.5%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   Temperaturrefluxed for 30 min under N2
3. 3
   workup.WAITleft overnight in refrigerator
4. 4
   SonstigeThe precipitate formed
5. 5
   Filtrationwas filtered off
6. 6
   Waschenwashed with Et2O
7. 7
   Sonstigedried

Vorschrift

A mixture of the product of Step B (0.07 g; 0.271 mmol) and Me3SiN3 (0.36 ml; 2.71 mmol) and 1M TBAF in THF (0.27 ml; 0.271 mmol) was stirred at 75±5° C. for 8 h in sealed flask. After cooling to room temperature, the mixture was diluted to 1 ml with MeOH, refluxed for 30 min under N2 and left overnight in refrigerator. The precipitate formed was filtered off, washed with Et2O and dried to give a title compound (0.069 g; 84%) as colourless solid. 1H-NMR (CD3OD) 7.32 (d, 2H, J=8.0 Hz); 7.21 (d, 2H, J=8.0 Hz); 4.72 (s, CD3OH); 4.34 (s, 2H); 4.16 (s, 2H); 2.59 (t, 2H, J=7.76 Hz); 1.57 (t, 2H, J=7.19 Hz); 1.25 (m, 10H); 0.84 (t, 3H, J=6.93 Hz);

Quelle