Gryszkiewicz-Trochimowski-McCombie fluorination

What is Gryszkiewicz-Trochimowski-McCombie fluorination?

Gryszkiewicz-Trochimowski-McCombie fluorination is the synthesis of methyl fluoroacetate by the reaction of methyl chloroacetate with potassium fluoride, KF, as initially reported by McCombie et. al. in 1946 and Gryszkiewicz-Trochimowski and colleagues in 1947.

The reaction is conducted at high temperatures, typically 190 ºC, for 10-15 hours, and yields 60 % to 90 % of the desired product. Although this method has been used to prepare other fluoroacetates and ω-fluoro-alcohols, the use of sodium fluoride is not recommended due to the very low yield obtained. To achieve the best results, it is necessary to vigorously stir completely dried starting materials at high temperatures with a large excess of potassium fluoride.

Gryszkiewicz-Trochimowski-McCombie method
Gryszkiewicz-Trochimowski-McCombie fluorination