HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl vinyl ether → HCID 10654857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl vinyl ether | HCID 8023 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | (+)-Methyl lactate | HCID 637514 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10654857 | HCID 10654857 | 139% |
Reaction Steps
A catalytic amount of pyridinium para-toluenesulfonate was added to 20.8 g (0.2 mole) of methyl (R)-(-+)-lactate (98.9% e.e) and 18.7 g (0.26 mole) of ethyl vinyl ether. The resulting mixture was stirred at room temperature for 6 hours. After the reaction, thereto was added 100 ml of ethyl acetate, followed by washing with 70 ml of a saturated aqueous sodium hydrogen carbonate solution, 70 ml of water and 70 ml of a saturated aqueous sodium chloride solution in this order. The washed material was dried over anhydrous sodium sulfate and then subjected to vacuum distillation to remove the solvent. The resulting concentrate was subjected to distillation to obtain 49.0 g (yield: 97.8%) of an oily title compound (diastereomixture).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720463B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-998cf1e6d55445cda5b4ef04507f45d2 |
| Source note | uspto-grants-2004_04 |