Sodium Cyanide → HCID 135407249, compound

Participants

Reaction Steps

The product from the previous reaction (4.9 g, 24 mmol) is treated with NaCN as described above for compound 38. The resulting crude, cyclized imine is purified by FC (19:1 CH2Cl2/MeOH, then 9:1 CH2Cl2 /MeOH) to afford a dark orange semi-solid (370 mg, 8%). 1H NMR (CDCl3) 7.50 (s, 1), 7.00 (s, 1), 3.34 (br s, 1), 3.00-2.95 (m, 2), 2.18 (s, 3), 2.13 (s, 3), 2.00-1.95 (m, 2), 1.41 (s, 6); 13C NMR (CDCl3) 173.41, 156.30, 143.13, 141.14, 127.66, 125.74, 112.00, 57.81, 36.79, 28.50, 28.41, 16.73, 12.38; MS (MW=217.3, EI, eE=70 eV) m/z 217 (M+), 161 (base peak)

Provenance & Evidence