HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Methyl (3E)-4-phenyl-3-butenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Phenyl-3-Butenoic Acid | HCID 92923 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | Methyl (3E)-4-phenyl-3-butenoate | HCID 5370649 | — |
Reaction Steps
4-Phenylbut-3-enoic acid was dissolved in acetone and added to Cs2CO3, then MeI was added. The suspension was refluxed overnight. Et2O and brine were added and the phases separated. Aqueous layer was washed three times with Et2O. Combined organic layers were dried over MgSO4 and the solvent was evaporated in vacuum. (E)-methyl 4-phenylbut-3-enoate (S32) was obtained as a yellow oil (quantitative). Rf (hexane/EtOAc 8:1)=0.28.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024093B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-3f03656343a843829469627e6b27d4c6 |
| Source note | uspto-grants-2015_05 |