Sodium Methoxide → HCID 56999066, compound

Participants

Reaction Steps

To 1.3 l of methanol solution of 262 g (0.75 mol) of the methyl (3R)-2-chloro-3-hydroxyoctadecanoate (VIII) obtained in (2) above was added dropwise 150 g (0.777 mol) of a 28% methanol solution of sodium methoxide at 0 to 5° C. The mixture was stirred at room temperature for 1 hour. After confirming disappearance of the compound (VIII) by TLC, methanol was evaporated. The concentrate was cooled, adjusted to pH 8 to 9 with 1.2 l of a phosphate buffer, and extracted with 3 l of isopropyl ether. Isopropyl ether was evaporated, and the resulting crude crystals were recrystallized from heptane to give 165 g (0.529 mol; yield: 70.5%) of the title compound (V-1) (melting point: 54-55° C.).

Provenance & Evidence