Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59212076 | HCID 59212076 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21986414 | HCID 21986414 | 99.3% |
Reaction Steps
A solution of methyl 3-methyl-5-[4-(trifluoromethyl)phenyl]furan-2-carboxylate (3.8 g) in tetrahydrofuran (30 mL) was added dropwise to a suspension of lithium aluminum hydride (0.5 g) in tetrahydrofuran (30 mL) at 0° C. and, after the completion of the dropwise addition, the mixture was stirred at 0° C. for 1 hr. The reaction mixture was treated with 1N hydrochloric acid, poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from ethyl acetate/hexane to give the title compound (3.4 g, 97%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309580B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-3f0a5adb61b74fcb8abe1b5e05fc3b68 |
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| Source note | uspto-grants-2012_11 |
|---|