Hydrochloric Acid → HCID 54212775, compound

Participants

Reaction Steps

1.5 g (3.4 mmol) of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-butyric acid (see Stage 1.1) are taken up in 13 ml f chloroform and, at -10°, 22 ml of methanol containing 17.3 mmol of sodium methoxide (obtained by dissolving 400 mg of sodium) are added thereto. Stirring is carried out for 1 1/2 hours at 0° and for 1 hour at 22°. The mixture is cooled to 0°, 2 ml of water are added and the whole is adjusted to pH 3.0 with 1 molar hydrochloric acid. Concentration is carried out by evaporation in vacuo and the residue is taken up in warm ethanol and the resulting sodium chloride is filtered off. After concentrating the filtrate by evaporation, 4-(β-D-glucopyranosyloxy)butyric acid is obtained.

Provenance & Evidence