Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22675180 | HCID 22675180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22675181 | HCID 22675181 | 91% |
Reaction Steps
Lithium aluminum hydride (25 mg, 0.659 mmol) was suspended in THF (5 mL). To the suspension was added 4-[3-[2-(2-chlorophenyl)-5-isopropyl-4-oxazolyl]propionyl]-phenol (240 mg, 0.65 mmol) for 3 minutes under chilling with ice. The mixture was stirred for one hour under cooling with ice, and further stirred for one hour at room temperature. To this was added saturated aqueous ammonium chloride solution under cooling with ice. The mixture was then filtered over celite. After addition of water and ethyl acetate, the organic layer was collected, washed with water, dried over anhydrous sodium sulfate, and filtered. The ethyl acetate was distilled off under reduced pressure, to give 220 mg of the desired compound as pale yellow oil residue (yield 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06787552B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-45e17a3f78d84bc398fca53435529d8d |
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| Source note | uspto-grants-2004_09 |
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