참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Chlorotrimethylsilane | HCID 6397 | — |
| 반응물 | Pentane | HCID 8003 | — |
| 반응물 | 2(5H)-Furanone | HCID 10341 | — |
| 반응물 | 4-Bromothioanisole | HCID 66037 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | HCID 178418306 | HCID 178418306 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | 2-Trimethylsilyloxy-4-(4-(methylthio)phenyl)-3,4-dihydrofuran | HCID 18400192 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05840746 |
|---|
| 출처 데이터셋 | uspto-grants-1998_11 |
|---|
| ORD ID | ord-0b462194545542c6a12333c590a0d785 |
|---|
| 출처 메모 | uspto-grants-1998_11 |
|---|
