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4-Bromobenzaldehyde → 4'-Chloro[1,1'-biphenyl]-4-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Bromobenzaldehyde | HCID 70741 | — |
| 反応物 | 4-Chlorophenylboronic acid | HCID 74299 | — |
| 反応物 | Potassium Fluoride | HCID 522689 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4'-Chloro[1,1'-biphenyl]-4-carbaldehyde | HCID 592570 | 99.5% |
反応手順
4-Bromobenzaldehyde (95 mg, 0.51 mmol) reacted with 4-chlorophenylboronic acid (101 mg, 0.65 mmol) using 0.5/1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.55 mmol) in THF solvent at room temperature to give the title compound (110 mg, 99%) as a white solid: 1H-NMR (400 MHz, CDCl3): δ 10.07 (s, 1H, —CHO), 7.96 (d, 2H, J=7.04 Hz), 7.73 (d, 2H, J=7.04 Hz), 7.58 (d, 2H, J=7.16 Hz), 7.46 (d, 2H, J=7.27 Hz). 13C{1H}-NMR (100 MHz, CDCl3): δ 191.80, 145.84, 138.10, 135.35, 134.70, 130.34, 129.20, 128.58, 127.51. GC/MS(EI): m/z 216 (M+), 218, 152.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06562989B2 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-ed4a9ac1d9914854a4dd951dc781aa9b |
| 出典メモ | uspto-grants-2003_05 |