Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 54555519 | HCID 54555519 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 53824133 | HCID 53824133 | 90.1% |
Reaction Steps
The nitrile from Example 105 (0.32 g, 0.68 mmol) and potassium carbonate (0.23 g, 1.67 mmol) were slurried in DMSO (5 mL) and cooled to 0° C. in an ice bath. Aqueous hydrogen peroxide (1.5 mL) was added slowly, and the reaction stirred at room temperature for 48 hours. The reaction was quenched by pouring into water, and extracting the aqueous layer with ethyl acetate. The combined organic layers were dried (MgSO4), and concentrated in vacuo to a light tan oil. The material was purified by flash chromatography over silica gel eluting with EtOAc/hexanes/10% NH4OH in MeOH (5:4:1) to provide 0.30 g (89%) of a light tan oil. MS (FD+) 489.62. NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07041684B2 |
|---|
| Source dataset | uspto-grants-2006_05 |
|---|
| ORD ID | ord-08d6a6fa16fa4238a35c9f72d1aef4b2 |
|---|
| Source note | uspto-grants-2006_05 |
|---|