Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | 1,2-Dichloro-4-methyl-5-nitrobenzene | HCID 343795 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Product | HCID 58683709 | HCID 58683709 | 63% |
Reaction Steps
1,2-Dichloro-4-methyl-5-nitrobenzene (R.J. De Lang, et al. Tetrahedron (1998), 54(12), 2953-2966.) (860 mg; 4.17 mmol) was added to solution of sodium (115 mg; 5.01 mmol) dissolved in 2-methoxyethanol (15 ml). The brown reaction mixture was stirred at 100° C. for 1 h, poured on brine (50 ml) and extracted with TBME three times. The combined organic phases were evaporated and purified via chromatography (SiO2 acetone/hexanes 1/9) to yield the title compound as orange crystals (640 mg; 63%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645760B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-b027a4d21b364eb388f2825aa5441cd1 |
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| Source note | uspto-grants-2010_01 |
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