Benzaldehyde → Benzaldehyde-O-(3-carboxyphenyl)oxime

Participants

Reaction Steps

Benzaldehyde (21.0 μL, 0.207 mmol) was subjected to the representative coupling procedure with 3 (31.8 mg, 0.208 mmol) as outlined above (method 2), yielding 3a as a white solid (29.0 mg, 58%). 1H-NMR (500 MHz, 1:1 CD3OD:d6-DMSO) δ 7.39-7.45 (m, 5H), 7.59-7.64 (m, 1H), 7.71-7.78 (m, 3H), 8.58 (s, 1H); 13C-NMR (125 MHz, d6-DMSO) δ 114.5, 118.8, 123.3, 127.7, 129.1, 129.3, 130.8, 131.1, 132.3, 153.3, 158.9, 166.9; MALDI-FTMS (DHB) 242.0812 m/z [MH]+, C14H12NO3 requires 242.0812. RP-HPLC: 98% pure.

Provenance & Evidence