Butanal → HCID 54564421, compound

Participants

Reaction Steps

Following general procedure Q and using 4-[(1,1,3,3-tetramethyl-1,3-dihydro-isobenzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 79, 0.2 g, 0.64 mmol), sodiumcyanoborohydride (0.121 g, 1.92 mmol) and butyraldehyde (1 mL, 11.09 mmol) in 5 mL of acetic acid and 5 mL of tetrahydrofuran, the title compound (0.21 g, 88%) was obtained as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.86 (d, 2H, J=9.1 Hz), 7.11 (d, 1H, J=8.7 Hz), 7.07 (d, 1H, J=8.1 Hz), 6.90 (s, 1H), 6.68 (d, 2H, J=8.9 Hz), 4.32 (q, 2H, J=7.1 Hz), 3.70 (t, 2H, J=7.8 Hz), 1.74-1.62 (m, 2H) 1.55 (s, 6H), 1.51 (s, 6H), 1.45-1.33 (m, 2H), 1.35 (t, 3H, J=7.1 Hz), 0.95 (t, 3H, J=7.4 Hz).

Provenance & Evidence