Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Borane | HCID 6331 | — |
| Reactant | 5-Fluoro-2-nitrobenzoic acid | HCID 2737420 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Fluoro-2-nitrophenyl)methanol | HCID 12016493 | 100.3% |
Reaction Steps
Dissolve 5-fluoro-2-nitrobenzoic acid (15 g, 81.08 mmol) in anhydrous tetrahydrofuran (200 mL) and add dropwise with stirring at 20° C. a 1 molar solution of borane in tetrahydrofuran (243 ml, 243 mmol). Stir the mixture at 20° C. for 72 hours then add methanol (200 ml). Concentrate under reduced pressure and purify the residue by flash column chromatography (silica gel, 10-30% ethyl acetate/hexane) to obtain 13.92 g (100%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07491716B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-4c8a834148404991a761fed84a7890f9 |
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| Source note | uspto-grants-2009_02 |
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