4-Vinylpyridine → Bis[2-(4-pyridyl)ethyl]amine

関与物質

反応手順

A mixture or 4-vinyl pyridine (10.0 g, 95.1 mmol) and ammonium chloride (5.1 g, 95.1 mmol) was heated to reflux in MeOH (90 ml) under argon for 27 h. The resulting precipitate was filtered and the filtrate was concentrated on rotavap. The resulting residue was dissolved in H2O (200 ml) and basified with 2N NaOH to pH 10.5 and extracted with CH2Cl2 (3×100 ml). The Combined organic extracts were dried (anhydrous MgSO4) and concentrated to a yellow oil which was purified by column chromatography on silica gel (10% MeOH/CH2Cl2) to yield the title compound (4.0 g, 18.5%) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ 8.50 (d, 4H), 7.10 (d, 4H), 2.93 (t, 4H), 2.80 (t, 4H), 1.81 (br. 1H); MS (ES) m/e 228.2 [M+H)+.

情報源と証拠