Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1-Dibromoethane | HCID 11201 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12340622 | HCID 12340622 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18789849 | HCID 18789849 | 45.1% |
Reaction Steps
4-Nitro-2-(1H-pyrrol-1-yl)phenol (2.3 g, 112.6 mmol) and dibromoethane (29.1 ml, 337.8 mmol) were dissolved in DMF (200 ml) and, after adding K2CO3 (18.68 g), the solution was stirred at 70° C. for 1 h. Thereafter, an aqueous solution of 10% sodium hydroxide was added to the reaction solution to render it basic up to a pH of about 10, followed by three extractions with ethyl acetate. The organic solvent layers were combined and dried with magnesium sulfate, followed by evaporation of the solvent. The resulting residue was purified by being subjected to column chromatography on silica gel using a 3:1 solvent system of n-hexane and ethyl acetate as an eluent. The fractions containing the product were collected and the solvent was evaporated to yield the end product 4-nitro-2-(1H-pyrrol-1-yl)phenoxy-2-bromoethane (15.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06057358 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-8926fc2321d44250943b245532f765e7 |
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| Source note | uspto-grants-2000_05 |
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