1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone

Chemical properties

light yellow to beige-brown crystals 

The Uses of 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone

5′-Fluoro-2′-hydroxyacetophenone has been used in the preparation of:

• 1-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-5-phenyl-2,4-pentadien-1-one
• 3-hydroxy and 3-methoxyflavones
• 3-hydroxy and 3-methoxy 2-styrylchromones

Preparation

Preparation by Fries rearrangement of 4-fluorophenyl acetate with aluminium chloride without solvent between 115° and 150° (88–89%).

Definition

ChEBI: 1-(5-Fluoro-2-hydroxyphenyl)ethan-1-one is an aromatic ketone.

General Description

5-fluoro-2-hydroxy acetophenone, also known as 2-ethanoyl-4-fluorophenol or 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone, is a kind of important medicine intermediate, can be used as multiple beta-blockers synthetic intermediate, has vast market prospect.

Synthesis

The preparation method of 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone under following steps:
Performing double esterification on amino groups and phenolic hydroxy in one step by taking amino-phenol as a raw material.
Performing Fries rearrangement under the condition of aluminum chloride/sodium chloride.
Heating a hydrolyzate after completing fluorine diazotization to obtain finished 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone.