Reaktion #804815

Reaktionsgleichung

product

tert-Butyl 2-(2-oxoimidazolidin-1-yl)acetate

DMF

product

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

→

title compound

Ausbeute 16.0%

tert-Butyl 2-(3-(4-octylbenzyl)-2-oxoimidazolidin-1-yl)acetate

Ausbeute 16.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe resulting mixture was stirred for additional 4 h
2. 2
   Sonstigesolvents were removed in vacuo
3. 3
   workup.ADDITIONThe residue was diluted to 10 ml with EtOAc
4. 4
   Waschenwashed with H2O, brine
5. 5
   Trocknendried over anhydrous MgSO4
6. 6
   Filtrationfiltered
7. 7
   SonstigeThe filtrate was evaporated under reduced pressure
8. 8
   Sonstigethe residue was purified by FCC (SiO2, hexane/EtOAc)

Vorschrift

To a solution of the product of Step A (0.03 g; 0.15 mmol) in anhydrous DMF (5 ml) 60% NaH in mineral oil (0.006 g; 0.15 mmol) was added at room temperature, under N2. After stirring for 1 h, the product of Example 4, Step B (0.042 g; 0.15 mmol) was added. The resulting mixture was stirred for additional 4 h and solvents were removed in vacuo. The residue was diluted to 10 ml with EtOAc, washed with H2O, brine, dried over anhydrous MgSO4 and filtered. The filtrate was evaporated under reduced pressure and the residue was purified by FCC (SiO2, hexane/EtOAc) to give the title compound (0.01 g; 16%) as a colourless solid. 1H-NMR (CDCl3) 7.16 (d, 2H, J=8.1 Hz); 7.11 (d, 3H, J=8.1 Hz); 4.34 (s, 2H); 3.95 (s, 2H); 3.4 (m, 2H); 3.21 (m, 2H); 2.56 (t, 3H, J=7.9 Hz); 1.65 (m, 2H); 1.43 (s, 9H); 1.26 (m, 10H); 0.86 (t, 3H, J=7 Hz).

Quelle