Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Methoxy-1-nitro-4-vinylbenzene | HCID 53628722 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59452668 | HCID 59452668 | 70% |
Reaction Steps
To 5-ethenyl-2-nitrophenyl methyl ether (0.55 g, 3.1 mmol) in 10 mL of iPrOH was added, 1-methylpiperazine (0.614 g, 6.13 mmol), and catalytic hydroquinone (0.033 g, 0.31 mmol). The mixture was heated to 90° C. for 18 h. The solvent was rotovaped down and the crude product was purified by flash chromatography to give the title compound of step C (0.6 g, 2.15 mmol, 70%). 1H NMR (400 MHz, CDCl3) δ ppm 7.79 (d, J=8.24 Hz, 1H), 6.93 (s, 1H), 6.84 (dd, J=8.33, 1.19 Hz, 1H), 3.93 (s, 3H), 2.79-2.89 (m, 2H), 2.40-2.69 (m, 10H), 2.29 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093239B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-37f3997fe79f4c9d92e5e4399fd3504e |
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| Source note | uspto-grants-2012_01 |
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