2-Methyl-1,3-dioxolane → HCID 59771748, compound

To a mixture of 2-methyl dioxolane (0.897 ml, 10 mmol) and azidotrimethylsilane (1.6 ml, 12 mmol) was added SnCl4 (40 μl) at −78° C. After addition, the cooling bath was removed and the reaction was warmed up to room temperature. After 1 hr, the reaction was worked up by partitioning between DCM (50 ml) and saturated aqueous NaHCO3 (50 ml). The aqueous layer was further extracted with DCM (20 ml). All the DCM extracts were combined, dried over MgSO4 and evaporated under reduced pressure. The residue was dissolved in 10% aqueous methanol. After 2 hr at room temperature, all the solvents were removed under reduced pressure. The title compound was obtained as a colourless oil (224 mg, 17.1%).

1. additionAfter addition
2. customthe cooling bath was removed
3. customby partitioning between DCM (50 ml) and saturated aqueous NaHCO3 (50 ml)
4. extractionThe aqueous layer was further extracted with DCM (20 ml)
5. dry with materialdried over MgSO4
6. customevaporated under reduced pressure
7. dissolutionThe residue was dissolved in 10% aqueous methanol
8. waitAfter 2 hr at room temperature
9. customall the solvents were removed under reduced pressure

ORD record

ord-f3ff2175a50e4443abd792b80279583a

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07414116B2