化工社化工社 化学情報印刷レポート · 研究参考用
4-Methyl-1-pentyne → Methyl 4-(methyloxy)-2-(4-methyl-1-pentyn-1-yl)benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methyl-1-pentyne | HCID 138948 | — |
| 反応物 | Methyl 4-methoxy-2-(trifluoromethylsulfonyloxy)benzoate | HCID 10710352 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 生成物 | Methyl 4-(methyloxy)-2-(4-methyl-1-pentyn-1-yl)benzoate | HCID 68534814 | 98.3% |
反応手順
Coupling of methyl 4-(methyloxy)-2-{[(trifluoromethyl)sulfonyl]oxy}benzoate (77) (1.0 g, 3.18 mmol) with 4-methyl pentyne (0.78 mL, 6.36 mmol) using Pd(PPh3)2Cl2 and CuI gave 0.77 g (98%) of compound 102 as a brown oil. 1H NMR (400 MHz, CDCl3): δ 1.06 (d, J=6.8 Hz, 6H), 1.90-2.00 (m, 1H), 2.37 (d, J=6.4 Hz, 2H), 3.83 (s, 3H), 3.87 (s, 3H), 6.82 (dd, J1=8.8 Hz, J2=2.8 Hz, 1H), 7.00 (d, J=2.7 Hz, 1H), 7.88 (d, J=8.8 Hz, 1H). LCMS (ESI): m/z 247 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07649093B2 |
| 出典データセット | uspto-grants-2010_01 |
| ORD ID | ord-331e2c9ab0c64cf3b03fdf1f8391ff3a |
| 出典メモ | uspto-grants-2010_01 |