Methanol → HCID 131723896, compound

Participants

Reaction Steps

To a well-stirred suspension of the previous mixture of (S)-isovaline hydrochloride and sodium chloride in methanol (3 L) was slowly added thionyl chloride (373 g, 3.13 mole). After the addition was complete the reaction mixture was refluxed for 3 hours. The resulting mixture was cooled to room temperature and filtered. The resulting white filter cake was washed several times with methanol. The combined methanol filtrate and washings were concentrated using a rotary evaporator. Toluene was added to the resulting crude residue and then removed using the rotary evaporator yielding 187 g of the expected (S)-isovaline methyl ester hydrochloride.

Provenance & Evidence