Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Mesityl oxide | HCID 8858 | — |
| Reactant | 4-Hydroxy-2-Butanone | HCID 111509 | — |
| Reactant | Barium hydroxide, octahydrate | HCID 17749109 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | Piperitenone | HCID 381152 | 62% |
Reaction Steps
A 688 ml (6.0 mol) portion of mesityl oxide was put into a one liter capacity four neck flask and mixed with 6.30 g (0.02 mol) of barium hydroxide octahydrate and 2.28 g (10 mmol) of benzyltriethylammonium chloride, and the mixture was heated to 80° C. To this was added dropwise 172 ml (2.0 mol) of 4-hydroxy-2-butanone spending 1 hour while keeping at 80° C. After completion of the dropwise addition, this was stirred for 30 minutes and then the reaction solution was distilled under a reduced pressure to obtain 182 g of piperitenone. Yield 62%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06342644B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-8af2e2c31956441bb980e2a80491edc0 |
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| Source note | uspto-grants-2002_01 |
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