1-(3-chloro-4-hydroxyphenyl)propan-1-one

Preparation by Fries rearrangement of o-chlorophenyl propio nate with aluminium chloride, at 165° for 1 h (98%) or at 110° for 2 h (63%) Preparation by demethylation of 3-chloro-4-methoxy-propiophenone (m.p. 88°) (m.p. 89–90°) with refluxing pyridinium chloride for 15 min (75%) Preparation by diazotization of 3-amino-4-hydroxypropiophenone, followed by decomposition of the diazonium salt obtained (52%) Preparation by chlorination of p-hydroxypropiophenone with chlorine in cooled acetic acid (57%).