Triethylamine → HCID 68494193, compound

Participants

Reaction Steps

A solution of 250 (170 mg, 0.6 mmol), 3,4,5-trimethoxybenzyl chloride (156 mg, 0.72 mmol) and triethyl amine (0.17 ml, 1.2 mmol) in EtOH (3 ml) was heated in the microwave at 130° C. for 1.5 h, then at 170° C. for 30 min. The reaction mixture was concentrated in vacuo. Purification (flashmaster: 20 g, gradient elution 100% hex to 50% hex:50% EtOAc over 25 min) afforded The title compound (58 mg, 21%) as a colourless oil. 1H NMR (270 MHz; CDCl3) 1.36 (3H, d, J=6.7 Hz, CH3CH), 2.47-2.55 (1H, m, one of CH2), 2.67-2.84 (2H, m, 2×CH, CH2), 2.98-3.07 (1H, m, one of CH2), 3.59-3.73 (2H, m, CH2), 3.83 (9H, s, 3×OCH3), 3.88 (3H, s, OCH3), 5.09 (2H, s, CH2), 6.56-6.62 (4H, m, 4×CH), 7.27-7.44 (5H, m, 5×CH, phenyl). LC/MS (ES+) tr=1.26 min, m/z 464.34 (M++H).

Provenance & Evidence