HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cornforth reagent → 1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4-(pyridin-2-yl)butan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cornforth reagent | HCID 2724130 | — |
| Reactant | 1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4-(pyridin-2-yl)butan-1-ol | HCID 67192474 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4-(pyridin-2-yl)butan-1-one | HCID 67188253 | 45.6% |
Reaction Steps
To a solution of 1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4-(pyridin-2-yl)butan-1-ol (177 mg, 0.61 mmol) in methylene chloride (2.0 mL) were added activated 3 Å molecular sieves (0.75 g) and pyridinium dichromate (0.27 g, 3.5 mmol). The reaction was stirred overnight at room temperature then filtered through a pad of silica, which was washed with MTBE. After the organic solution was concentrated, the residue was purified by silica chromatography to give the title ketone (80 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935848B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-dd03e1437e97488e8f60b1fa3c7385af |
| Source note | uspto-grants-2011_05 |