Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 5-Ethyl-1,3-oxazolidin-2-one | HCID 13704589 | — |
| Product | HCID 20043106 | HCID 20043106 | — |
Reaction Steps
In a three-necked flask equipped with a mechanical stirrer and reflux condenser, ethanol is acidified to a pH of 0.5-1.5 with 8 percent methanolic HCl. To the cooled alcohol is added acetaldehyde. The addition is so conducted that the temperature of the mixture stays under 40° C. The solution is stirred at room temperature for 2 hours after the completion of addition. The mole ratio of alcohol to acetaldehyde is about 1.5:1. 5-Ethyl-2-oxazolidinone (mole ratio of acetaldehyde to 2-oxazolidinone is 3:1) is added dropwise to the solution. The mixture is then stirred for 24 hours at 45° C. The mixture is then neutralized to a pH of 6.5-8 with a solution of sodium methoxide. After removing the unconsumed hemiacetal and alcohol under vacuum, the liquid 3-(1-ethoxyethyl)-5-ethyl-2-oxazolidinone is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04831153 |
|---|
| Source dataset | uspto-grants-1989_05 |
|---|
| ORD ID | ord-8fe8e86671644fe9b92ec6d93ca30103 |
|---|
| Source note | uspto-grants-1989_05 |
|---|