HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → HCID 12012915, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | N-(4-oxo-1-adamantyl)acetamide | HCID 5338964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12012915 | HCID 12012915 | 90% |
Reaction Steps
Solid NaHCO3 (1.2 mol) and mCPBA (1 2 mmol, 77% purity) were added to a solution of ketone 1A (0.6 mmol) in DCM (5 mL) at 0° C. The reaction mixture was allowed to warm to rt and was maintained for 1 h. The reaction mixture was diluted with a saturated, aqueous solution of sodium bisulfate (10 mL) and was extracted with DCM (3×10 mL). The combined organic layers were dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (10/90 to 30/70 EtOAc/hexane) to provide lactone 16A in 90% yield. Data: LC/MS (ESR) m/z 224 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691808B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-d0ae7dbef72740d1ba2376aa35b2b911 |
| Source note | uspto-grants-2014_04 |