関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Chlorotrimethylsilane | HCID 6397 | — |
| 反応物 | Pentane | HCID 8003 | — |
| 反応物 | 2(5H)-Furanone | HCID 10341 | — |
| 反応物 | 4-Bromothioanisole | HCID 66037 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | HCID 178418306 | HCID 178418306 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 2-Trimethylsilyloxy-4-(4-(methylthio)phenyl)-3,4-dihydrofuran | HCID 18400192 | — |
反応手順
To a solution of 3.86 g (19 mmol) of 4-bromothioanisole in 90 mL of Et2O cooled at -78° C., is added 22 mL of 1.7M solution of t-BuLi in pentane (38 mmol) dropwise. The reaction mixture is stirred for 15 min at -78° C. and 3.8 g of CuI is added and the reaction mixture is allowed to warm to -40° C. over a period of 30 min. A solution of 1.7 g of 2(5H)-furanone in 10 ml of THF is added. After stirring for 1 h, 2 ml of freshly distilled TMSCl is added dropwise. The reaction mixture is then treated with 2 ml of Et3N and 50 ml of sat. NaHCO3, and extracted with 100 ml of ether. The ether layer is dried over Na2SO4 and concentrated to the crude title compound which is used for the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05840746 |
|---|
| 出典データセット | uspto-grants-1998_11 |
|---|
| ORD ID | ord-0b462194545542c6a12333c590a0d785 |
|---|
| 出典メモ | uspto-grants-1998_11 |
|---|
