Dimethylamine → HCID 58473243, compound

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Reaction Steps

To the above crude material (VII, 1.0 g) under nitrogen was added 20 mL of dimethylamine in THF (2.0 M). The resulting mixture was stirred at room temperature for 7 days. An oily residual was obtained upon evaporation of the solvent. Column chromatography on silica gel (230-400 mesh, 100 mL) with 0-3% methanol gradient in chloroform as eluent resulted in 150 mg of the product DLin-K6S-C1-DMA as pale oil. 1H NMR (400 MHz, CDCl3) δ: 5.24-5.51 (8, m, 4×CH═CH), 4.04 (2H, dd, 2×OCH)), 3.75 (2H, dd OCH), 2.7-2.9 (2H, br, NCH2), 2.78 (4H, t, 2×C═C—CH2—C═C), 2.57 (6H, s, 2×NCH3), 1.95-2.17 (9H, q, 4× allylic CH2 and CH), 1.67-1.95 (2H, m, CH2), 1.54-1.65 (4H, m, 2×CH2), 1.22-1.45 (32H, m), 0.90 (6H, t, 2×CH3) ppm.

Provenance & Evidence