Sodium Carbonate → (+)-Solketal

Participants

Reaction Conditions

Reaction Steps

Then sodium carbonate (39.43 g, 0.372 mol) was added to a mixture of the crude (R)-4-benzoyloxymethyl-2,2-dimethyl-1,3-dioxolane (58.63 g, 0.248 mol) and water (130 ml resulting mixture was stirred for 8 hours at 100° C. After cooling the reaction mixture was extracted with methylene chloride. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and condensed in vacuo. The crude product was distilled to give 21.96 g of (S)-2,2-dimethyl-1,3-dioxolane-4-methanol (yield 67%, b.p. 65° C. at 3 mmHg, optical purity 97.3 % e.e., specific rotation [α]D20 +10.84°(c=1,MeOH)

Provenance & Evidence