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Sodium Carbonate → 4-Bromo-4'-(diphenylamino)biphenyl
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| 反応物 | 4-(Diphenylamino)phenylboronic Acid (contains varying amounts of Anhydride) | HCID 12166934 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Oxolane--water (1/1) | HCID 21881883 | — |
| 生成物 | 4-Bromo-4'-(diphenylamino)biphenyl | HCID 11315550 | 87% |
反応手順
A mixture of (4-(diphenylamino)phenyl)boronic acid (1.5 g, 5.19 mmol), 4-iodo-1-bromobenzene (1.33 g, 4.71 mmol), Na2CO3 (1.78 g, 16.8 mmol) and Pd(PPh3)4 (0.163 g, 0.141 mmol) in THF/H2O (28 mL/17 mL) was degassed and the resulting mixture was heated at reflux overnight under an argon atmosphere. After cooling, the mixture was poured into dichloromethane (150 mL), then washed with water (2×150 mL) and brine (100 mL). The organic phase was dried over Na2SO4, purified with flash column chromatography (silica gel, hexanes/ethyl acetate 50:1) then recrystallized in dichloromethane/methanol to afford a white solid (Compound 35)(1.64 g, in 87% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08927121B2 |
| 出典データセット | uspto-grants-2015_01 |
| ORD ID | ord-3ec6cdd74f694e62ac0de91d7d5ef30e |
| 出典メモ | uspto-grants-2015_01 |