HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724503Generated: October 25, 2026
Toluene → 2-Cyclopenten-1-one, 3-methyl-2-(3-methyl-2-butenyl)-
https://huagongshe.com/reaction/724503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-Chloro-3-methyl-2-butene | HCID 10429 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Methyl-2-cyclopenten-1-one | HCID 17691 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Cyclopenten-1-one, 3-methyl-2-(3-methyl-2-butenyl)- | HCID 14758487 | 49.9% |
Reaction Steps
A mixture of 3-methyl-2-cyclopentenone 24.5 g (0.25 mole) and prenyl chloride 54 g (0.51 mole) was fed into a reaction flask containing 30 ml of toluene, sodium hydroxide 21.3 g, water 21.3 g and Aliquat 3361 g maintaining 100° C. The reaction mass was aged for 4 hours, cooled to 25° C. and neutralized with acetic acid. The organic layer was removed and distilled to give 20.5 g of 3-methyl-2-(3-methyl-2-butenyl)-2-cyclopenten-1-one. The 3-methyl-2-(3-methyl-2-butenyl)-2-cyclopenten-1-one had a Bp of 115° C. at 5 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07141699B1 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-d977d7122b3c408e9f4a159f50ca227d |
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| Source note | uspto-grants-2006_11 |
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