HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 7-Methyl-2,3-dihydro-1-benzofuran-3-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Trimethyloxosulphonium chloride | HCID 197819 | — |
| Edukt | 3-Methylsalicylaldehyde | HCID 522777 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 7-Methyl-2,3-dihydro-1-benzofuran-3-ol | HCID 13013060 | — |
Reaktionsschritte
Under a nitrogen atmosphere 0.945 g (7.35 mmol) trimethylsulphoxonium chloride were placed in 20 mL THF, and 0.300 g (7.50 mmol) sodium hydride (55%, suspension in mineral oil) were added batchwise. The reaction mixture was refluxed for 2 h. Then 1.00 g (7.35 mmol) 2-hydroxy-3-methylbenzaldehyde in 20 mL THF were added dropwise to the reaction mixture and it was refluxed overnight. Then PE was added and the suspension obtained was filtered. The filtrate was evaporated down i. vac. and purified by flash chromatography. The fractions containing the product were combined and evaporated down.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08629137B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-83e49fa21a4c4926ac8c167607bd148d |
| Quellennotiz | uspto-grants-2014_01 |