3,5-disubstituted-4-acetoxystyrene and process for its production

US4927956A · kind A · utility

Assignee

• Hoechst Celanese Corporation · US

Inventors

• Richard Vicari · Pearland, US
• Mohammad Aslam · Port Aransas, US
• Wilson B. Ray · Beeville, US
• Kenneth G. Davenport · Port Aransas, US
• Ralph R. Dammel · Flemington, US
• Juergen Lingnau · Mainz, DE
• Karl-Friedrich Doessel · Wiesbaden, DE

Key dates

• Filing date: Jun 2, 1989
• Grant date: May 22, 1990
• Expiry date: Jun 2, 2009

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C49/825
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.