HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroquinone → Tert-butyl 4-(4-((2-chloro-5-methoxy-4-nitrophenethylamino)methyl)phenyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | 1,1-Dimethylethyl 4-[4-(aminomethyl)phenyl]-1-piperazinecarboxylate | HCID 2763841 | — |
| Reactant | 1-Chloro-4-methoxy-5-nitro-2-vinylbenzene | HCID 67465947 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Tert-butyl 4-(4-((2-chloro-5-methoxy-4-nitrophenethylamino)methyl)phenyl)piperazine-1-carboxylate | HCID 67467855 | 65.1% |
Reaction Steps
A stirred solution of 4-(4-aminomethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.531 g, 1.82 mmol), 1-chloro-4-methoxy-5-nitro-2-vinylbenzene (Example 50C) (0.3 g, 1.40 mmol) and quinol (61.8 mg, 0.562 mmol) in isopropyl alcohol (16 mL) was heated to 100° C. for 30 hours. The mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on neutral silica gel using 2% methanol in DCM to give the title compound (0.460 g, 65%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716287B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-02dbb664e655438a818edb5e3956a70e |
| Source note | uspto-grants-2014_05 |