Synthesis of N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide using sodium formate

US5808152A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Vidyanatha A. Prasad · Leawood, US
• Jacqueline M. Applegate · Parkville, US
• David Erdman · Neunburg vorm Wald, DE
• Peter E. Newallis · Leawood, US

Key dates

• Filing date: Dec 12, 1997
• Grant date: Sep 15, 1998
• Expiry date: Dec 12, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C231/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to a process for making N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide. The process includes the steps of (a) reacting 2-chloro-N-(4-fluorophenyl)-N-(1-methylethyl)acetamide with sodium formate to form a reaction mixture that contains N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamideformate; (b) adding an aprotic, aromatic solvent to the reaction mixture; (c) hydrolyzing the N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamideformate in the reaction mixture and (d) recovering N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide from the organic phase.