HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → Ethyl 2-benzyl-3-oxopropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Ethyl formate | HCID 8025 | — |
| Edukt | Ethyl 3-phenylpropionate | HCID 16237 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | Ethyl 2-benzyl-3-oxopropanoate | HCID 562571 | 100% |
Reaktionsschritte
To a suspension of NaH (2.338 g, 58.5 mmol) in DME (20 mL) was added dropwise a solution of ethyl 3-phenylpropanoate (3.2 g, 19.49 mmol) and ethyl formate (6.28 mL, 78 mmol) in DME (20 mL) at room temperature. The reaction mixture was then stirred overnight. It was neutralized with acetic acid (4 mL), then extracted with EtOAc. The organic phase was collected, washed with brine, dried over Na2SO4, filtered, and concentrated affording the crude title compound (4.02 g, 100% yield). LCMS: rt=2.82 and 3.51 min (a mixture of ketone and enol isomer), [M+H+]=207.1
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08637536B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-d27c5f8e2b6a479abcff3ee799673c13 |
| Quellennotiz | uspto-grants-2014_01 |