Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | HCID 59191360 | HCID 59191360 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59191332 | HCID 59191332 | 53.1% |
Reaction Steps
To a solution of 4-(4-ethyl-2-methoxyphenoxy)-3-fluorophenol (0.32 mmol; 85 mg) in dry acetone (3 mL), under argon, were added potassium hydroxide (0.39 mmol; 54 mg), NaI (0.065 mmol; 10 mg) and N-(3-bromopropyl)phtalimide (0.40 mmol; 107 mg). The reaction was stirred 3 days at 50° C. The mixture was concentrated in vacuo, hydrolysed with NH4Cl sat.(5 mL) and extracted with ethyl acetate (3*3 mL). Combined organic phases were dried over Na2SO4, concentrated in vacuo. The title compound (75 mg; 0.17 mmol; 51%) was obtained as an oil, after purification by preparative TLC (cyclohexane/ethyl acetate: 7/3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722746B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-84b342b3a26a4cf58524777d9d5b8c3d |
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| Source note | uspto-grants-2014_05 |
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