Tetra-n-butylammonium tribromide → HCID 86649654, compound

Participants

Reaction Steps

N-(4-acetyl-2-bromophenyl)-2,2,2-trifluoroacetamide (12.1 g; 39.0 mmol) and tetrabutylammonium tribromide (18.8 g; 39.0 mmol) were dissolved separately in ethanol. After combination, and refluxing for 4 hrs, there was precipitate formation. The solvent was removed. NaHCO3 solution was added to neutralize any residue acid. The solid was filtered, and washed with CH2Cl2, to afford 7.0 g (yield 46%) of product as pale green solid. 1H NMR (400 MHz, CDCl3) δ 8.64 (s, 1H, N—H), 8.51 (d, 3JHH=8.6 Hz, 1H, Ar—H), 8.25 (d, 4JHH=2.0 Hz, 1H, Ar—H), 7.98 (dd, 3JHH=8.6 Hz, 4JHH=2.0 Hz, 1H, Ar—H), 4.38 (s, 2H, —CH2—Br).

Provenance & Evidence