Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Chloro-2-methylpropan-2-ol | HCID 68409 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 60880657 | HCID 60880657 | 64.2% |
Reaction Steps
To a solution of 2-bromophenol (3.0 g, 1.745 mmol, Aldrich) and 1-chloro-2-methylpropan-2-ol (2.8 g, 6.397 mmol, Spectrochem) in DMF (15 mL) was added sodium carbonate (1.23 g, 11.63 mmol). The reaction mixture was heated at 90° C. for 12 h. After completion, the reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (2×50 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to obtain crude material that was purified by combiflash silica gel column chromatography (column size: 12 g; elution: 0-5% ethyl acetate in hexane) to yield 1-(2-bromophenoxy)-2-methylpropan-2-ol (2.7 mg, 64.2%) as a transparent liquid. m/z (ESI) 243.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346798B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-3a44120d318c412ca92ef80317e0b6f0 |
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| Source note | uspto-grants-2016_05 |
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