Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Butene, 1-bromo-3-methyl- | HCID 70092 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131722567 | HCID 131722567 | 16.8% |
Reaction Steps
A 1.0 L double-walled reactor, provided with baffles, condenser, top stirrer, thermometer and dropping funnel equipped with a nitrogen inlet was charged with ALIQUAT 336 (4.0 g, 10 mmol), 4-bromo-2-methyl-2-butene (30.0 g, 0.20 mol) and freshly cracked cyclopentadiene (6.6 g, 0.10 mol). A 50 wt. % NaOH aqueous solution (84 g) was then added via the dropping funnel to the turbulently stirred reaction mixture. The reaction mixture was cooled with water during the addition of the base. After 5.5 hours of stirring at room temperature, the stirring was stopped, the layers separated and the product was distilled at reduced pressure. After vacuum distillation, 3.4 g of di-(3-methyl-2-butenyl)-cyclopentadiene were obtained. Characterizaton of the product took place with the aid of GC, GC-MS, 13C- and 1H-NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06232516B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-642115a33575436a914a98037c739b60 |
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| Source note | uspto-grants-2001_05 |
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