Methylamine → HCID 22236595, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methylamine in THF (2 M, 200 mL) was added 1-(2-bromo-ethyl)-4-fluoro-2-nitro-benzene (13.2 g, 0.053 mole) in a pressure bottle, the reaction mixture was stirred at 60° C. overnight and the solvent was removed. The solid residue was treated with sodium hydroxide (1 N, 100 mL) and the aqueous extracted with methylene chloride (2×100 mL). The combined organic layers were washed with water (100 mL), saturated sodium chloride (100 mL), dried (sodium sulfate) and concentrated to provide 10.4 g of the title compound as a dark brown oil. 1H NMR (DMSO-d6): 7.60 δ (dd, 1H); 7.35 δ (dd, 1H); 7.20 δ (d of t, 1H); 3.05 δ (t, 2H); 2.85 δ (t, 2H); 2.40 δ (s, 3H); 1.60 δ (broad, 1H).

Provenance & Evidence