Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 3,5-Di-tert-butyl-1,2-benzoquinone | HCID 76915 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | ST51001883 | HCID 534779 | 24% |
Reaction Steps
To a solution of 3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione (4.20 g, 19.1 mmol) in acetic acid (115 mL) was slowly added HNO3 (15 mL). The mixture was heated at 60° C. for 40 min before it was poured into H2O (50 mL). The mixture was allowed to stand at room temperature for 2 h, then was placed in an ice bath for 1 h. The solid was collected and washed with water to provide 4,6-di-tert-butyl-3-nitrocyclohexa-3,5-diene-1,2-dione (1.2 g, 24%). 1H NMR (400 MHz, DMSO-d6) δ 6.89 (s, 1H), 1.27 (s, 9H), 1.24 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08829204B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-c6d0793c292d4d179e243d23d91c1cbc |
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| Source note | uspto-grants-2014_09 |
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