Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 66868370 | HCID 66868370 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66867987 | HCID 66867987 | 23.5% |
Reaction Steps
To a solution of 5-[(4-benzyloxy-cyclohexyl)-hydroxy-methyl]-3-methoxy-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone (1.5 g, 4.0 mmol) in acetone (3 ml) is added 2N aqueous hydrochloric acid (3 ml) and the mixture heated for 1 hour at 120° C. by microwave irradiation. The reaction mixtures is then diluted with water (20 ml) and extracted with ethyl acetate (3×15 ml). The combined organic extracts are dried over magnesium sulfate, filtered and evaporated under reduced pressure to give a brown gum. The gum is purified by flash chromatography eluting with hexane/ethyl acetate to give 4-[1-(4-Methoxy-cyclohexyl)-meth-(E)-ylidene]-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione as a colourless solid (0.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08791303B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-918186fe5cfb4e8380ab0735364f7764 |
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| Source note | uspto-grants-2014_07 |
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