化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Carbonate → Ethyl 2'-methyl[1,1'-biphenyl]-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Ethyl 3-bromobenzoate | HCID 90488 | — |
| 反応物 | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| 反応物 | 4'-Methyl-biphenyl-3-carboxylic acid ethyl ester | HCID 10728754 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Ethyl 2'-methyl[1,1'-biphenyl]-3-carboxylate | HCID 12853045 | — |
反応手順
2′-Methyl-biphenyl-3-carboxylic acid ethyl ester was synthesized as described for 4′-methyl-biphenyl-3-carboxylic acid ethyl ester. Ethyl 3-bromobenzoate (8.02 g, 35.03 mmol, 1 eq.) and o-tolylboronic acid (5.0 g, 36.78 mmol, 1.05 eq.) in THF were treated with aqueous 2M sodium carbonate (38.5 mL, 77.07 mmol, 2.2 eq.), palladium(II) acetate (0.79 g, 3.50 mmol, 10 mol %), triphenylphosphine (4.04 g, 15.40 mmol, 4.4×Pd), and copper(I) iodide (0.22 g, catalyst). When complete, the reaction was worked up as described leaving a dark brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07132456B2 |
| 出典データセット | uspto-grants-2006_11 |
| ORD ID | ord-bd5da445a8064ef199454b371e0862a1 |
| 出典メモ | uspto-grants-2006_11 |