Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-[4-(fluoromethoxy)phenyl]ethanone | HCID 10975868 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 23215434 | HCID 23215434 | 102.8% |
Reaction Steps
To a solution of 1-(4-fluoromethoxy-phenyl)-ethanone (1.5 g; 8.9 mmol) in dichloromethane (30 mL) was added mCPBA (4.0 g; 17.8 mmol). The resulting mixture was stirred at room temperature for 4 h, then washed with saturated NaHCO3 (3×). The organic layer was dried over Na2SO4, concentrated under reduced pressure to give the crude material (3.77 g). The crude material (3.77 g) was dissolved in THF/MeOH/H2O (5/5/5 mL), then treated with LiOH (4.0 g; 108 mmol) at room temperature for 4 h. The reaction mixture was acidified with 2N HCl solution to pH 5. The mixture was extracted with EtOAc (3×). The organic phases were combined, dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (1.3 g). This compound was used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685990B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-2ef2da2a620f4f1e894bff39e19fa4c5 |
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| Source note | uspto-grants-2014_04 |
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