関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Phenylboronic Acid | HCID 66827 | — |
| 反応物 | 3-Iodo-4-methylbenzyl alcohol | HCID 5166798 | — |
| 触媒 | Triphenylphosphine | HCID 11776 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | 1-Propanol | HCID 1031 | — |
| 生成物 | (6-Methyl-[1,1'-biphenyl]-3-yl)methanol | HCID 23089113 | 88.2% |
反応手順
To a mixture of compound PPP, (3-iodo-4-methyl-phenyl)-methanol, (4 g, 16.12 mmol) and phenylboronic acid (2.06 g, 16.89 mmol) in 1-propanol (30 mL) was successively added palladium(II) acetate (0.01276 g, 0.05 mmol), triphenyl phosphine (0.042 g, 0.161 mmol), aq. sodium carbonate solution (2 M, 11.44 mL, 22.88 mmol), and water (6 mL). The mixture was heated to 100° C. until reaction is complete (tlc), cooled, quenched with water (20 mL) and extracted into ethyl acetate (3×50 mL). Combined organic layer was washed with 2% aq. sodium bicarbonate (2×25 mL), brine (1×50 mL), dried (MgSO4) and concentrated to yield 2.82 g of (6-methyl-biphenyl-3-yl)-methanol, compound QQQ, that was directly taken into next step without any further purification; Rt: 10.95 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07449481B2 |
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| 出典データセット | uspto-grants-2008_11 |
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| ORD ID | ord-317df5cd4eb34632a371a9c245d9c4e2 |
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| 出典メモ | uspto-grants-2008_11 |
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