Diethylamine → HCID 86650088, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-tert-butyl-5-chloromethylsalicylaldehyde (5)(226.5 mg, 1 mmol) in acetonitrile (60 mL), diethylamine (1 mmol) was added dropwise to give a greenish solution. The reaction was stirred at 30° C. overnight. After evaporation of volatiles, a green oil was obtained which was used without any purification for the next step. Yield: 77%. Green oil. □max 3300, 2899 and 1720 cm−1. 1H-NMR δH: 1.35 (9H, s, C(CH3)3), 1.45 (6H, t, J=7.2 Hz, 2×CH2CH3), 3.43 (4H, q, J=7.2 Hz, 2×CH2CH3), 4.90 (2H, s, CCH2N), 7.57 (1H, d, J=2.1 Hz, HAr), 8.03 (1H, d, J=2.1 Hz, HAr), 9.98 (1H, s, CHO), 12.00 (1H, br s, OH). 13C-NMR δC(CDCl3, 75 MHz): 10.8, 28.3, 33.7, 45.8, 56.0, 119.5, 129.8, 130.3, 133.7, 137.0, 159.0, 195.9.

Provenance & Evidence