Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 1-(3,4-Dimethoxyphenyl)cyclohexanecarbonitrile | HCID 4639353 | — |
| Solvent | AcOH AcOAc | HCID 21895370 | — |
| Product | HCID 94920062 | HCID 94920062 | 29% |
Reaction Steps
1-(3,4-Dimethoxyphenyl)cyclohexanecarbonitrile (0.736 g, 3 mmol), prepared in Step 1, was dissolved in HOAc/Ac2O 1/1 (6 mL) was cooled to 0° C. and treated slowly with nitric acid (0.582 g, 6 mmol, 65%). The reaction was left stirring in the ice bath for 10 min, poured into ice and extracted with EtOAc. Organic layer was dried (MgSO4), filtered and concentrated. Purification by flash chromatography (silica gel, 5-25% EtOAc/hexane) afforded (251 mg, 29%) of 1-(4,5-dimethoxy-2-nitrophenyl)cyclohexanecarbonitrile. MS (ESI) m/z 291 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284272B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-6ec5b9978a574aa4be75df8b70379e70 |
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| Source note | uspto-grants-2016_03 |
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