Water → HCID 16041824, compound

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Reaction Steps

A product obtained in Example 1 (0.3 g, 0.66 mmol) was dissolved in CH2Cl2 (20 ml), adding a solution of BBr3 (0.32 ml) in CH2Cl2 (5 ml) under ice-salt bath. The mixture was stirred for 1 hours at this temperature, then stirred at room temperature overnight. The reactant solution produced yellow precipitate. The mixture was poured into water and stirred for 30 minute. After filtering, the solid was dissolved with methanol. Then the mixture was filtered. The filtrate was evaporated under reduced pressure, followed by recrystallizing with methanol to give yellow solid (0.15 g, 67.7%). mp 295˜296° C. 1HNMR (DMSO-d6) δ: 2.65˜2.86 (3H, m, CH2), 3.05˜3.63 (5H, m, CH2 or N—CH), 4.29 (1H, d, CH2), 6.59 (1H, s, ArH), 6.81 (1H, s, ArH), 6.92 (1H, s, ArH). MS (EI) m/z: 333 (M+), 299, 164 (base), 107, 80.

Provenance & Evidence