Potassium Carbonate → L-Ascorbic Acid

Participants

Reaction Steps

2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)ascorbic acid (300 mg, 0.6 mmol) was dissolved in methanol (10 ml), and to the solution was added a solution in which potassium carbonate (600 mg) had been dissolved in water (9 ml). The mixture was stirred for 30 minutes. The reaction solution was neutralized with AMBERLITE® IR-120 (H+), and filtered to remove the resin. The filtrate was washed successively with methanol and 50% aqueous methanol solution. The filtrate and the washing solution were combined, and concentrated, and then water was added thereto, followed by freeze-drying to obtain 2-O-β-D-glucopyranosyl)ascorbic acid as amorphous crystals (190 mg, yield: 100%). PMR (δ ppm, D2O); 3.1-3.3 (4H, m), 3.4-3.5 (3H, m), 3.58(1H d) , 3.80(1H, t), 4.61(1H, d), 4.66(1H, d). FABMS(−) m/z: 337.

Provenance & Evidence