Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-2,2-dimethyl-1-propanol | HCID 142501 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54570022 | HCID 54570022 | 29% |
Reaction Steps
To a mixture of 4-bromophenol (300 mg, 1.74 mmol) in DMF (10 mL) was added 3-bromo-2,2-dimethylpropan-1-ol (579 mg, 3.47 mmol) and potassium carbonate (720 mg, 5.22 mmol). The mixture was degassed with nitrogen three times and heated to 90° C. for 48 h. The mixture was cooled to room temperature and then filtered. The filtrate was concentrated in vacuo to give a residue, which was purified by flash chromatography (EtOAc/petroleum ether=1:10 to 1:1) to give 3-(4-bromophenoxy)-2,2-dimethylpropan-1-ol (130 mg, 29%) as a yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.37 (d, 2H), 6.79 (d, 2H), 3.73 (s, 2H), 3.54 (s, 2H), 1.02 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889730B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-be7c10b017f94d9f901f69f8d4687288 |
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| Source note | uspto-grants-2014_11 |
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