Potassium Carbonate → HCID 178525820, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 2,2,2,4′-tetrafluoroacetophenone (48 g; 250 mmol) and (R)-methyl2-amino-3-((cyclopropylmethyl)thio)propanoate hydrochloride (56.4 g; 250 mmol) in isopropanol (IPA; 1100 mL) was added potassium carbonate (69.1 g; 500 mmol; 200 mole %) and the mixture heated at 50-60° C. under a nitrogen atmosphere. After 46 h, the reaction mixture was filtered hot through a pad of celite that was prewashed with hot IPA. The filter was washed with hot IPA (2×) and the combined filtrate and washes were distilled to about 90% of the original volume. Acetonitrile (ACN) was added and the solvent was distilled. This process was repeated two more times with ACN and the product was evaporated to dryness. Potassium (R,Z)-3-((cyclopropylmethyl)thio)-2-((2,2,2-trifluoro-1-(4-fluorophenyl)ethylidene)-amino)propanoate (87 g; 90%) was obtained after drying under high vacuum (1 mm Hg) for 2 hours. This material was used in the next reaction without further purification.

Provenance & Evidence