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Trimethyl borate → (6-Phenyldibenzo[b,d]furan-4-yl)boronic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | Ammonium Hydroxide | HCID 14923 | — |
| 反応物 | 4-Phenyldibenzofuran | HCID 6425750 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (6-Phenyldibenzo[b,d]furan-4-yl)boronic acid | HCID 89556926 | 85% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09193745B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-d772e11d94504c63bfd97bfe1f6ec880 |
| 出典メモ | uspto-grants-2015_11 |