HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Methyl-3-oxo-6,8-dioxabicyclo[3.2.1]octane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 6-Benzyloxymethyl-2-methyl-5,6-dihydro-4H-pyran-4-one | HCID 19933042 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | Methyl-3-oxo-6,8-dioxabicyclo[3.2.1]octane | HCID 86748227 | 30% |
Reaction Steps
A solution of 4.4 g of the 6-Benzyloxy compound from Step 2 in EtOAc was hydrogenated with H2 and Pd/C (10%). After completion, the reaction was filtrated on a bed of celite and then evaporated to dryness. The cru syrup was then taken up in CH2Cl2 containing 1 g of camphor sulphonic acid. The reaction was stirred at r.t. overnight, filtered and evaporated. Purification by flash chromatography (30% Et2O/pentane) gave 780 mg of the title compound (30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05360815 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-eda2a644de254dfdb94eda29ec056675 |
| Source note | uspto-grants-1994_11 |