Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 178443240 | HCID 178443240 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 178442822 | HCID 178442822 | 80.8% |
Reaction Steps
Into a 30 ml glass autoclave, 1.00 g (2.67 mmol) of 2-(1-methylaminododecyl)-3-hydroxy-1,4-naphthoquinone, 305.6 mg (1.1 mmol times relative to the starting material) of concentrated sulfuric acid and 20 ml of xylene were charged, then heated to 120° C. under stirring and maintained at that temperature for one hour. The mixture was left to cool and then extracted with a benzene/water system. The organic layer was dried over sodium sulfate, and the solvent was distilled off. The residue was recrystallized from methanol to obtain 734.6 mg of 2-(1-dodecenyl)-3-hydroxy-1,4-naphthoquinone. Further, the filtrate of the recrystallization was analyzed by HPLC, whereby it was confirmed that the filtrate contained 12.4 mg of 2-hydroxy-1,4-naphthoquinone, 0.7 mg of the starting material and 15.5 mg of the desired product. The yield, etc. are shown in Table 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05225578 |
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| Source dataset | uspto-grants-1993_07 |
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| ORD ID | ord-00b97c3700ab4e6b9127be65b0d1242e |
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| Source note | uspto-grants-1993_07 |
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