Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 54402789 | HCID 54402789 | — |
| Catalyst | Tricaprylin | HCID 10850 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 54345317 | HCID 54345317 | 99.6% |
Reaction Steps
2.34 g of 1-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-methyl-1,4-pentadien-3-ol were dissolved in 15 ml of hexane and 5 ml of diethyl ether, treated with 2 drops of tricaprylm thylammonium chloride and 4.54 ml of aqueous potassium hydroxide solution (prepared from 70 g of powdered potassium hydroxide and 50 ml of water) and stirred well. 1.98 g of dimethyl sulphate were subsequently added to the mixture and the course of the reaction was followed by gas chromatography. After stirring at room temperature for 4 hours (product/educt ratio 99.7:0.3), the mixture was poured on to ice. The organic phase was separated, washed neutral with water, dried over sodium sulphate and concentrated under a water-jet vacuum. There were obtained 2.47 g of 1-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-methoxy-3-methyl-1,4-pentadiene as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04585885 |
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| Source dataset | uspto-grants-1986_04 |
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| ORD ID | ord-ee81bfd602894e43bb23b5a60584539e |
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| Source note | uspto-grants-1986_04 |
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