3-Fluorobenzyl chloride → HCID 18951200, compound

Participants

Reaction Steps

In a procedure as in Example 2 but using 1H-benzotriazole (20.6 g, 0.173 mol), 1-(chloromethyl)-3-fluorobenzene (25.0 g, 0.173 mol), K2CO3 (35.9 g) and CH3CN (150 mL) for 1 h gave the title compound and (3-fluorophenyl)methyl-2H-benzotriazole. Similar workup and recrystallization gave the pure 1H-isomer (73%): mp 103°-104° C. (cyclohexane); 1H NMR (270 MHz, CDCl3) δ 5.87 (s, 2H, CH2), 6.97-7.08 (m, 3H), 7.29-7.49 (m, 4H), 8.10 (d, J=8.0 Hz, 1H); Anal. Calcd for C13H10N3F (227.24): C, 68.71; H, 4.44; Found: C, 68.40; H, 4.67.

Provenance & Evidence