HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260890Generated: November 1, 2026
Ethanol → 3-Fluoro-5-(hydroxymethyl)benzonitrile
https://huagongshe.com/reaction/1260890
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 3-cyano-5-fluorobenzoate | HCID 26597287 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Fluoro-5-(hydroxymethyl)benzonitrile | HCID 68662252 | 62.5% |
Reaction Steps
(Step 2) To a mixed solution of methyl 3-cyano-5-fluorobenzoate (0.55 g) obtained in Step 1 in tetrahydrofuran:ethanol=10:1 (22 ml) was added lithium tetrahydroborate (0.10 g) at 0° C. After stirring at 55° C. for 1 hr, the reaction solution was quenched with ice and extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 3-fluoro-5-(hydroxymethyl)benzonitrile (0.29 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08470859B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-8bfef8f7a0554b469c0a79b4e87b200c |
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| Source note | uspto-grants-2013_06 |
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