Pyridine → HCID 86619970, compound

In 100 ml of methylene chloride were dissolved 10 g (79 mmol) of oxalyl chloride, to which a solution of 4.4 g (79 mmol) of propargyl alcohol and 6.4 ml (79 mmol) of pyridine dissolved in 30 ml of methylene chloride was slowly added dropwise over 1 hour with cooling with ice. The resulting mixture was stirred for 30 minutes at room temperature to produce propynyl chloroglyoxylate in the reaction system. Subsequently, a solution of 14.5 g (79 mmol) of pentafluorophenol and 6.4 ml (79 mmol) of pyridine dissolved in 30 ml of methylene chloride was slowly added dropwise to the reaction system with cooling with ice. The resulting mixture was stirred for 1 hour at room temperature and then filtered, washed with water, dried over anhydrous magnesium sulfate and concentrated. The thus obtained crude product was purified by crystallization to obtain 2.1 g of 2-propynyl pentafluorophenyl oxalate.

1. additionwas slowly added dropwise over 1 hour
2. temperaturewith cooling with ice

ORD record

ord-bad90afb449b4930b91526d6ead33cfe

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07794876B2