HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzaldehyde → 1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzaldehyde | HCID 240 | — |
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | Lithium bis(trimethylsilyl)amide | HCID 57426343 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ol | HCID 2760416 | — |
Reaktionsschritte
Place lithium hexamethyldisilazane (12 mL of a IM solution in tetrahydrofuran, 12 mmol) under an argon atmosphere and cool to 0° C. Add trimethylsilylacetylene (1.7 mL, 12 mmol) and stir for 1 hour at 0° C. Add benzaldehyde (1.06 g, 10 mmol) in tetrahydrofuran (25 mL). Allow to warm to room temperature and stir for 3 hours. Pour the mixture into ethyl ether and water, separate the organic phase and evaporate the solvent in vacuo. Filter the oil through silica gel (20% ethyl acetate/hexane) and evaporate the solvent in vacuo to yield the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05223518 |
| Quelldatensatz | uspto-grants-1993_06 |
| ORD ID | ord-fa6f0d3aed2a43f7a7782b5724257895 |
| Quellennotiz | uspto-grants-1993_06 |