HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → (R)-2-(4-bromophenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | (R)-4-benzyl-3-((R)-2-(4-bromophenyl)propanoyl)oxazolidin-2-one | HCID 54029560 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-2-(4-bromophenyl)propanoic acid | HCID 12953949 | 90% |
Reaction Steps
To a solution of 76B (209 mg, 0.54 mmol) in THF (5 mL) at 0° C., was added H2O2 (0.33 mL, 50%, 5.4 mmol) dropwise, followed by aq. LiOH (1.1 mL, 1.0 M, 1.1 mmol). The solution was stirred at rt for 2 h. Aq. Na2SO3 (1M, 20 mL) was added and stirred rt for 30 min. The aqueous phase was extracted with CH2Cl2 (2×10 mL), acidified to pH=2 with 1N HCl, and extracted with EtOAc (3×20 mL). The organic layer washed with brine, dried (Na2SO4) and concentrated to give 76C (110 mg, 90%). MS (ESI) m/z 229.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7a567c7556184a0fba1f91e3071053d4 |
| Source note | uspto-grants-2009_09 |