HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3,3-Diethoxy-1-propene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acrolein | HCID 7847 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3,3-Diethoxy-1-propene | HCID 62477 | 48% |
Reaction Conditions
| Temperature | 5 °C |
|---|
Reaction Steps
After 10 ml of acrolein commercially available from Aldrich, Co. is dissolved in 50 ml of anhydroust ethanol, 19 ml of triethylorthoformate and p-toluene sulfonic acid are added to the solution, and the resulting mixture is allowed to reflux under a nitrogen atmosphere for 5 hours. After that, the resulting solution is cooled to a temperature of 5° C., extracted with diethyl ether, washed with 5% sodium bicarbonate (NaHCO3) aqueous solution, dried with anhydrous magnesium sulfate (MgSO4), and then evaporated under a reduced pressure to remove ethanol. Next, the material is fractionally distilled, thereby giving 8.4 g of 3,3-diethoxy-1-propene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06465671B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-8aad16a364bc48d687d70dc90074c42b |
| Source note | uspto-grants-2002_10 |