Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 58020608 | HCID 58020608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58020567 | HCID 58020567 | 93.9% |
Reaction Steps
To a solution in dehydrated tetrahydrofuran (50.0 mL) of the compound (1.42 g) obtained in step (1) above, lithium borohydride (380 mg) was added and the mixture was stirred at 60° C. for 4 hours. Subsequently, 1 mol/L hydrochloric acid was added under cooling with ice. Following extraction with ethyl acetate, the organic layer was washed with saturated brine. After drying over anhydrous magnesium sulfate and removing the desiccant by filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=98:2-75:25) to give [3-cyclopropyl-4-(trifluoromethyl)phenyl]methanol as a colorless oil (1.18 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422240B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-350a45a36d1b4503b199557c60ed2c60 |
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| Source note | uspto-grants-2016_08 |
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