Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-(4,4-Dimethylcyclohexyl)ethan-1-ol | HCID 14976717 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1547036-81-6 | HCID 23590934 | 109.3% |
Reaction Steps
Under an argon atmosphere, to a mixture of 2-(4,4-dimethylcyclohexyl)ethanol (25.3 g) and DCM (200 mL) were added DMSO (50 mL) and TEA (100 mL), and a sulfur trioxide-pyridine complex (77.7 g) was added in small divided portions while maintaining the inner temperature to 10° C. or lower under ice-cooling. After stirring at room temperature for 2 hours, to the reaction mixture was added ice water, followed by concentration under reduced pressure and then extraction with chloroform. The organic layer was washed sequentially with 1 M hydrochloric acid and brine. To the organic layer was added MgSO4, followed by stirring. Then, the mixture was filtered and concentrated under reduced pressure to obtain (4,4-dimethylcyclohexyl)acetaldehyde (27.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051339B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a4d6aa0fd8db45f8b423965f28242c9a |
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| Source note | uspto-grants-2015_06 |
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