HCID 56999066, compound → HCID 12916445, compound

Participants

Reaction Steps

In 500 ml of methanol were dissolved 62.4 g (0.2 mol) of the methyl (2S,3R)-2,3-epoxyoctadecanoate (V-1) obtained in (3) above and 7.4 g (0.2 mol) of sodium hydroxide, and the solution was stirred for 3 hours. After confirming disappearance of the compound (V-1) by TLC, methanol was evaporated. The resulting concentrate was adjusted to pH 5 to 6 with 500 ml of diluted hydrochloric acid and extracted with 500 ml of ethyl acetate. After drying, ethyl acetate was evaporated, and the resulting crude crystals were recrystallized from a 5-fold volume of heptane to afford 42.6 g (0.15 mol; yield: 75%) of the title compound (V-2) (melting point: 186° C.).

Provenance & Evidence