関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Methylbut-1-yne | HCID 69019 | — |
| 反応物 | 2-Butyramido-4-nitrophenyl trifluoromethanesulfonate | HCID 11291234 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | N-(2-(3-Methylbut-1-ynyl)-5-nitrophenyl)butyramide | HCID 59762443 | — |
反応手順
A mixture of 2-butyramido-4-nitrophenyl trifluoromethanesulfonate (Compound 118, 200 mg, 0.56 mmol), CuI (32 mg, 0.17 mmol), and n-Bu4NI (311 mg, 0.84 mmol) in CH3CN (5 ml) and Et3N (1 ml) was purged with N2 for 10 min and Pd(PPh3)4 (64 mg, 0.056 mmol) was added and the mixture was purged with N2 for another 5 min. The mixture was then cooled to 0° C. and 3-methyl-1-butyne (76 mg, 1.12 mmol) was added. After 5 min, the reaction was quenched with aqueous NaHCO3, extracted with EtOAc (×3). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→20% EtOAc-hexanes) to yield the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08524917B2 |
|---|
| 出典データセット | uspto-grants-2013_09 |
|---|
| ORD ID | ord-ff17125c20b24a54aa5ad4df529724f2 |
|---|
| 出典メモ | uspto-grants-2013_09 |
|---|
