HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethyl borate → (6-Phenyldibenzo[b,d]furan-4-yl)boronic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethyl borate | HCID 8470 | — |
| Edukt | Ammonium Hydroxide | HCID 14923 | — |
| Edukt | 4-Phenyldibenzofuran | HCID 6425750 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (6-Phenyldibenzo[b,d]furan-4-yl)boronic acid | HCID 89556926 | 85% |
Reaktionsschritte
n-Butyllithium (13.51 mL, 33.8 mmol) was added dropwise to 4-phenyldibenzo[b,d]furan (3.3 g, 13.51 mmol) in 80 mL dry THF at −78° C. This reaction mixture was allowed to stir at room temperature for 5 hours and then cooled to −78° C. again. Trimethyl borate (4.52 mL, 40.5 mmol) was added slowly to the reaction. The reaction mixture was allowed to warm up to room temperature gradually over night with stirring. The mixture was poured into 50 mL of NH4OH solution with ice. The aqueous mixture was extracted with 3×80 mL ethyl acetate and dried over sodium sulfate, and the organic layer was evaporated to get yield 3.3 g (85%) product, which was used without purification and was confirmed by NMR.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09193745B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-d772e11d94504c63bfd97bfe1f6ec880 |
| Quellennotiz | uspto-grants-2015_11 |