Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diphenylamine | HCID 11487 | — |
| Reactant | 2-Butene, 1,4-dibromo- | HCID 13180 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54485370 | HCID 54485370 | 39.3% |
Reaction Steps
A vigorously stirred mixture of diphenylamine (150 g, 0.9 mol), 1,4-dibromobut-2-ene (104 g, 0.49 mol), potassium iodide (8 g, 0.05 mol), tetrabutylammonium bromide (7 g, 0.025 mol), sodium hydroxide (43 g, 1.06 mol) and 150 ml of water is warmed to 60° C. for five hours. The mixture is allowed to cool to room temperature. The solids formed are collected and washed with water. The residue is recrystallized from ethanol to give 69 grams (36% yield) of the title compound as a tan solid melting at 105°-107° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05283367 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-acc35865bf83494cb7f29543d63b9d04 |
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| Source note | uspto-grants-1994_02 |
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