HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-Formylbenzoate → Methyl 4-(2-methoxyethenyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-Formylbenzoate | HCID 15294 | — |
| Reactant | (Methoxymethyl)triphenylphosphonium bromide | HCID 2773654 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | Methyl 4-(2-methoxyethenyl)benzoate | HCID 54136641 | 80.3% |
Reaction Steps
In an atmosphere of argon, a solution containing butyllithium dissolved in hexane was added to a solution containing 120 g of methoxymethyltriphenylphosphonium bromide dissolved in tetrahydrofuran (THF), and the mixture was stirred for one hour at room temperature. A solution containing 50 g of methyl 4-formylbenzoate dissolved in THF was added thereto, and stirring was continued for two hours. The reaction solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to obtain 47 g of methyl 4-(2-methoxyethenyl)benzoate (45).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05281685 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-3b532931f6654b2b9b47fb038a638b74 |
| Source note | uspto-grants-1994_01 |