HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920213Generated: October 29, 2026
Sodium borohydride → 5-Methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol
https://huagongshe.com/reaction/1920213
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Methyl-3-(3-nitro-4-pyridinyl)-2-cyclohexen-1-one | HCID 59226543 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol | HCID 67130710 | 91% |
Reaction Steps
To a solution of 5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enone (1.0 equiv.) was added EtOH (1.1 M) and CeCl3-7H2O (1.3 equiv.). The reaction was cooled to 0° C., then NaBH4 (1.3 equiv.) was added in portions. Stirred for 2 h at 0° C., then quenched by adding water, concentrated to remove the EtOH, added EtOAc, extracted the organics, dried with brine, then Na2SO4, and concentrated to yield 5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol (91%). LC/MS=235.2 (M+H), LC=2.62 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168794B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-b409db2910244002864b8514b348b431 |
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| Source note | uspto-grants-2012_05 |
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