Ethyl Acetate → HCID 18962493, compound

Participants

Reaction Steps

The suspension became a dark yellow solution. Afterwards, a solution of 5-hydroxymethyl-2-n-propyl-1-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]imidazole-4-carboxaldehyde (1.31 g, 2.0 mmol, 1.0 eq) in THF (minimum to dissolve) was added thereto and the resultant light milky yellow solution was stirred overnight at room temperature. The solution was diluted with ethyl acetate and washed with water (3×). The organic layer was dried (MgSO4), the solvent removed in vacuo, and the residue flash chromatographed over silica gel in 1:1 hexane/ethyl acetate to yield 620 mg (48%) of a white glass: NMR (DMSO-d6) δ 7.79 (d,1H,J=7Hz); 7.62 (t,1H,J=7Hz); 7.55 (t,1H,J=7Hz); 7.45 (d,1H,J=7Hz); 7.41-7.18 (m,9H); 7.06 (d,2H,J=9Hz); 6.95-6.80 (m,8H); 6.80-6.55 (m,1H); 5.73 (d of d,1H,J=17,3 Hz); 5.17 (s,2H); 5.10 (t,1H,J=7Hz); 5.05 (d of d,1H,J=12,3Hz); 4.28 (d,2H,J=7Hz); 2.37 (t,2H,J=7Hz); 1.50 (t of q,2H,J=7,7Hz); 0.78 (t,3H,J=7Hz). IR (neat) 1029; 1006; 909; 733; 698 cm-1. Anal. calcd. for C42H38N6O.H2O: C, 76.34; H, 6.10; N, 12.72. Found: C, 76.49; H, 5.88; N, 12.52. ##STR80##

Provenance & Evidence