HCID 19841466, compound → 4-Amino-2-bromo-3,6-dimethylphenol

Participants

Reaction Steps

Into a Parr bottle was charged 2-bromo-3,6-dimethyl-4-nitrophenol (13.6 grams, 55.3 mmol) prepared in Part A and ethyl acetate (50 milliliters). The reaction vessel was purged with nitrogen and 5% platinum on carbon (1.36 grams) was added immediately following the purge. Hydrogenation was carried out on a rocking Parr hydrogenator for 1.5 hours at 40-50 psi hydrogen and room temperature. The reaction mixture was filtered through celite and concentrated under reduced pressure to give 4-amino-2-bromo-3,6-dimethylphenol as a brown solid in quantitative yield. H'-NMR (CDCl3 -DMSO-d6), 6.40 (S, 1H), 2.17 (brS, 6H).

Provenance & Evidence