Sodium Methoxide → HCID 11030841, compound

Participants

Reaction Steps

To 500 ml of a methanol solution of 90 g (0.384 mol) of the methyl (3R)-2-chloro-3-hydroxydecanoate (VIII) obtained in (2) above was added dropwise 78 g (0.4 mol) of a 28% methanol solution of sodium methoxide at 0 to 5° C., followed by stirring at room temperature for 1 hour. After confirming disappearance of the methyl (3R)-2-chloro-3-hydroxydecanoate (VIII) by TLC, methanol was evaporated. The concentrate was cooled, adjusted to pH 8 to 9 with 500 ml of a phosphate buffer (prepared by dissolving 5.55 g of sodium dihydrogen phosphate (NaH2PO4.2H2O) and 21.5 g of sodium hydrogenphosphate (Na2HPO4.12H2O) in 1 l of water), and extracted with 1 of isopropyl ether. The isopropyl ether was evaporated, and the residue was distilled to obtain 65.3 g (0.326 mol; yield: 85.0%) of the title compound (V-1) (boiling point: 135° C./0.3 mmHg).

Provenance & Evidence