2-AMINO-3'-HYDROXY-ACETOPHENONE HYDROCHLORIDE

2-Amino-3’-hydroxy-acetophenone Hydrochloride is a reactant in the synthesis of TRPM8 modulators.

Preparation by hydrolysis of m-(benzoyloxy)- a-amino-acetophenone hydrochloride (SM) (m.p. 202–205°) with refluxing 10% hydrochloric acid (quantitative yield), for 2 h (80%); ? with 37% hydrochloric acid in chlorobenzene at 90° for 3 h (90%). SM was obtained by reaction of hexamethylenetetramine with m-(benzoyloxy)- a-bromoacetophenone (m.p. 162°) in ethanol in the presence of 37% hydrochloric acid for 6 h at r.t. (75%).