Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15289120 | HCID 15289120 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15289123 | HCID 15289123 | — |
Reaction Steps
14.5 g (50 mmol) of 4benzyl-1-cyano-4-azatricyclo[5.2.2.02,6 ]undec-8-ene-3,5-dione are dissolved in 25 ml of methylene chloride, 2.5 g of tetrabutylammonium hydrogen sulphate and 17.5 ml of 20% strength sodium hydroxide solution are added, and 24 ml of 30% strength H2O2 are added dropwise at 0° C. The mixture is stirred at 0° C. for 30 minutes and then overnight at room temperature and diluted with methylene chloride, and the organic phase is separated off and washed with sodium chloride solution. It is dried over MgSO4 and concentrated and the crystalline product is boiled up with xylene, any unreacted starting material dissolving. The product is filtered off hot with suction and dried in air.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05753669 |
|---|
| Source dataset | uspto-grants-1998_05 |
|---|
| ORD ID | ord-87dbf17dd53c4bdc8d5d27315f30e65d |
|---|
| Source note | uspto-grants-1998_05 |
|---|