Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-5-chloronitrobenzene | HCID 2794904 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Chloro-2-nitro-1-phenoxybenzene | HCID 891181 | 74% |
Reaction Steps
To a solution of DMF (50 mL) was added 1-bromo-2-nitro-4-chloro-benzene (5.0 g, 21.1 mmol), phenol (1.9 g, 21.1 mmol), and Na2CO3 (2.3 g, 21.1 mmol). The solution was heated to 85° C. and stirred overnight. The reaction was poured into water and extracted with EtOAc. Washed with water and dried over Na2SO4, filtered and concentrated under vacuum giving a yellow oil that was purified by silica gel column chromatography eluting with Hexanes:Ethyl Acetate (90:10) to give the title compound (3.8 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338605B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-536d99d1a16240a6a96ac4264dda609c |
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| Source note | uspto-grants-2012_12 |
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