Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2,3-Dimethyl-1,3-butadiene | HCID 10566 | — |
| Reactant | Chromic Acid | HCID 24425 | — |
| Reactant | 2-Methoxy-1,4-benzoquinone | HCID 76146 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13443700 | HCID 13443700 | 71% |
Reaction Steps
Methoxy-p-benzoquinone (0.50 g) and 2,3-dimethyl-1,3-butadiene (0.63 ml) were added to 23.0 mL of glacial acetic acid. The mixture was heated at 45° C. for 18.5 hrs. A chromic acid solution consisting of 1.85 g of Na2Cr2O7.2H2O, 1.16 mL water, and 0.09 mL of concentrated H2SO4 was then added, and the temperature was kept at approximately 67° C. for 1 hour. The product was precipitated by the addition of ice water, washed several times with cold water, and then dried over P2O5. A 71% yield (0.557 g) of 2-methoxy-6,7-dimethyl-1,4-naphthoquinone was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05049236 |
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| Source dataset | uspto-grants-1991_09 |
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| ORD ID | ord-9bbb8d065d134d7595e881c9b87f7838 |
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| Source note | uspto-grants-1991_09 |
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