(S)-4-((Benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolane → (+)-Solketal

Participants

Reaction Conditions

Reaction Steps

10% Palladium-carbon (120 g) was added to (S)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane (361.7 g, 1.63 mol) in ethanol(2L) and the mixture was stirred for 3 hours at 25° C. under an atmosphere of hydrogen. After the reaction was over, palladium-carbon was filtered off and the solvent was condensed in vacuo. The crude product was distilled to give 189.5 g of (S)-2,2-dimethyl-1,3-dioxolane-4-methanol (yield 88%, b.p. 63° C. at 2 mmHg, optical purity 98.7% e.e., specific rotation [α]D20 +11.16°(c=1,MeOH))).

Provenance & Evidence