Methanol → (+)-Solketal

Temperature

25 °C

Then potassium carbonate (66.96 g, 0.485 mol) was added to a mixture of (R)-4-acetoxymethyl-2,2-dimethyl-1,3-dioxolane (56.32 g, 0.323 mol) and methanol (400 ml) and resulting mixture was stirred for 8 hours at 25° C. After completion of the reaction the salt was filtered off and the filtrate was condensed in vacuo. Water was added to the residue and the 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 38.27 g of (S)-2,2-dimethyl-1,3-dioxolane-4-methanol (yield 87%, b.p. 65° C. at 3 mmHg, optical purity 97.5% e.e., specific rotation [α]D20+ 10.87°(c=1,MeOH)).

1. customresulting mixture
2. customAfter completion of the reaction the salt
3. filtrationwas filtered off
4. customcondensed in vacuo
5. extractionthe mixture was extracted with methylene chloride
6. washThe extract was washed with saturated brine
7. dry with materialdried over anhydrous sodium sulfate and condensed in vacuo
8. distillationThe crude product was distilled

ORD record

ord-5a2d42d766be4422ba66cc3c40e5adf2

Source dataset

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06143908