Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chloro-2-methyl-2-butenal | HCID 3014192 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20345173 | HCID 20345173 | 90% |
Reaction Steps
5 ml of boron fluoride etherate were added to 1 liter of methylene chloride and the mixture was cooled to -20° C. A solution of 452 g (6.84 moles) of cyclopentadiene and 712 g (6.0 moles) of 3-formyl-crotyl chloride were added, whilst stirring, at a rate such that the reaction temperature did not rise above -10° C. The reaction mixture was then stirred for 3 hours at -10° C. To work up the reaction mixture, it was poured onto 1 kg of ice and neutralized with sodium carbonate solution, and the methylene chloride solution was washed neutral with water. After distilling off the solvent under reduced pressure (12 mm Hg/50° C.), 1,139 g of reaction product remained. A sample distillation showed that the yield was about 90% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04197411 |
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| Source dataset | uspto-grants-1980_04 |
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| ORD ID | ord-2433d5771b5b432b96c3bc19d117ad80 |
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| Source note | uspto-grants-1980_04 |
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