Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | HCID 86751781 | HCID 86751781 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21459434 | HCID 21459434 | 37.2% |
Reaction Steps
The above 1-(2-(4-(1,3-dioxan-2-ylethyl)cyclohexyl)vinyl-3-fluoro-4-trifluoromethoxybenzene (5.5 g, 13.7 mmol) was hydrogenated in the presence of 5% Pd/C catalyst (0.3 g) in an ethanol solution, followed by filtering off the catalyst, distilling off the solvent under reduced pressure, adding formic acid (2.8 g, 60.8 mmol) and toluene (50 ml) to the residue, refluxing the mixture for 5 hours, washing the organic layer successively with a saturated, aqueous solution of sodium bicarbonate and water, drying over MgSO4, and distilling off the solvent, to obtain 3-(4-(2-(3-fluoro-4-trifluoromethoxyphenyl)ethyl)cyclohexyl)propanal (1.76 g, 5.1 mmol). The yield of this product from 1-(2-(4-(1,3-dioxan-2-ylethyl)cyclohexyl)vinyl-3-fluoro-4-trifluoromethoxybenzene was 37.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05702641 |
|---|
| Source dataset | uspto-grants-1997_12 |
|---|
| ORD ID | ord-443ee2c66b2a4a09bb2bb256d9565df9 |
|---|
| Source note | uspto-grants-1997_12 |
|---|