Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl bromo(4-bromophenyl)acetate | HCID 12717577 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89581335 | HCID 89581335 | 63.8% |
Reaction Steps
To a solution of methyl 2-bromo-2-(4-bromophenyl)acetate (9 g, 29.3 mmol) in N,N-dimethylformamide was added phenol (5.5 g, 60 mmol), cesium carbonate (9.5 g, 30 mmol), tetrabutylammonium iodide (1.08 g, 2.93 mmol). The mixture was stirred at 40° C. for 15 hours. Thin layer chromatography showed the start material was consumed completely. Then the mixture was concentrated under vacuum and purified by column chromatography (silica gel, petroleum ether/ethyl acetate=25:1) to give methyl 2-(4-bromophenyl)-2-phenoxyacetate (6 g, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206128B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-1acb0abf186a44139be4c8db387d4bea |
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| Source note | uspto-grants-2015_12 |
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