Benzyl Alcohol → 1-(Benzyloxy)-3-fluoro-2-methyl-4-nitrobenzene

Participants

Reaction Conditions

Reaction Steps

1,3-Difluoro-2-methyl-4-nitro-benzene (16 g, 0.092 mol), benzyl alcohol (10 g, 0.092 mol) and K2CO3 (25.3 g, 0.18 mol), were combined in DMF (300 mL) and heated to 100° C. overnight. The mixture was poured into water and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried over Na2SO4, concentrated in vacuo and purified by silica gel chromatography to give 1-benzyloxy-3-fluoro-2-methyl-4-nitro-benzene (8 g, 33%). 1H NMR (400 MHz, DMSO-d6): δ 8.04 (t, J=8.8 Hz, 1 H), 7.30-7.46 (m, 5 H), 7.08 (d, J=9.2 Hz, 1 H), 5.28 (s, 2 H), 2.13 (s, 3H).

Provenance & Evidence