HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 1,4-Diethynylbenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 1,4-Bis[(trimethylsilyl)ethynyl]benzene | HCID 522492 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1,4-Diethynylbenzene | HCID 120463 | 63% |
Reaktionsschritte
Subsequently, the obtained 1,4-bis(trimethylsilylethynyl)benzene (500 mg, 1.85 mmol) was added with dist. CH2Cl2 (15 mL), dist. MeOH (3 mL) and an aqueous solution of potassium hydroxide (KOH) (0.4 mL) of 50% by mass. The resultant mixture was stirred under a nitrogen atmosphere at room temperature for 18 hours to obtain a reaction mixture. Then, the reaction mixture was diluted with CH2Cl2. After that, an organic layer was washed with sat. NaCl, and dried with MgSO4. The dried organic layer was filtered and concentrated to obtain a crude product. Subsequently, the obtained crude product was separated and purified by silica gel column chromatography (hexane/EtOAc=20/1) to obtain 1,4-diethynylbenzene (147 mg, 63% yield (in two steps)).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08053588B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-9574e9ea5d0444d1bfa9af81def54763 |
| Quellennotiz | uspto-grants-2011_11 |