Microwave-Accelerated Selective Acylation of (Hydroxyalkyl)phenols Using Acid Chlorides

Abstract

Highly selective acylation of the alcoholic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of the most common acylating agents, acid chlorides, under microwave irradiation.

Keywords:

• Acid chlorides
• (hydroxyalkyl)phenols
• microwave-assisted synthesis
• selective acylation

Notes

^a Reactions were conducted at 60 °C using 3 mol equiv of acetyl chloride.

^b 3 equiv.

^a Reactions were conducted at 60 °C. Acetyl chloride (2 mol equiv) was used unless otherwise noted.

^b Acetyl chloride (1 mol equiv) was used.

^c The product yields after 24 h were as follows: 1f, 52.3%; 1 g, 0%; 1 h, 0%.

^d Propanoyl chloride (2 mol equiv) was used.