Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59594721 | HCID 59594721 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59594660 | HCID 59594660 | 49.7% |
Reaction Steps
9.70 g 4-Methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazole-5-carboxylic acid ethyl ester were dissolved in 20 ml tetrahydrofuran and added to a ice cooled solution of 1.13 g lithium aluminium hydride in 10 ml tetrahydrofuran. The reaction mixture was stirred at 0° C. for one hour. Then 100 ml ethyl acetate and 50 ml saturated NH4Cl solution were added. The precipitate was filtered off through a celite pad and washed with ethyl acetate. The organic layer of the filtrate was separated. The aqueous layer of the filtrate was extracted two times with portions of 100 ml ethyl acetate. The combined organic layers were dried over MgSO4. The solvent was removed in vacuo and the residue purified by chromatography on silica gel with the eluent petroleum benzene:ethyl acetate=1:1 to obtain to 4.20 g {4-methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazol-5-yl}-methanol a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851493B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-c289d6a71eff4d029ac18c66ee74ca59 |
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| Source note | uspto-grants-2010_12 |
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