HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylcyclohexanone → HCID 13549633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylcyclohexanone | HCID 11419 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,4-Pentanediol, (-)- | HCID 2723683 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13549633 | HCID 13549633 | 77.7% |
Reaction Steps
A mixture of 2-methylcyclohexanone (13.1 g), (2R,4R)-2,4-pentanediol (12.2 g), pyridinium p-toluene sulfonate (119 mg) and toluene (120 ml) was refluxed with heating for 8 hours. The reaction mixture was added with a saturated aqueous solution of sodium hydrogen carbonate, extracted with diethyl ether, the organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=100/0 to 0/100 gradient) to obtain 18.0 g of (2R,4R)-2,4,7-trimethyl-1,5-dioxaspiro[5.5]undecane
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367835B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-203f9a7dea36498ea963dda58820237f |
| Source note | uspto-grants-2013_02 |