Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Hydrochloric Acid → Phenyl(tetrahydro-2H-thiopyran-4-yl)methanone
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Diethyl Ether | HCID 3283 | — |
| 반응물 | Thiane-4-carbonitrile | HCID 21598641 | — |
| 반응물 | HCID 178418255 | HCID 178418255 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Phenyl(tetrahydro-2H-thiopyran-4-yl)methanone | HCID 69290818 | — |
반응 단계
Tetrahydro-2H-thiopyran-4-carbonitrile (2.6 g, 20.5 mmol) and CuI (195 mg, 1 mmol) were diluted in dry THF (200 ml). A 1M solution of phenyl magnesium bromide in THF (41 ml, 41 mmol) was added and the mixture was heated at reflux for 16 hours. After cooling at room temperature, ether was added and the imine was hydrolyzed with a 1 N HCl solution for 10 minutes. The organic phase was separated and treated with a 0.1 N HCl solution for 10 minutes. The organic phase was separated and washed with brine, dried over MgSO4 and evaporated in vacuum. After chromatography on silica gel (CH2Cl2/hexane 30/70), the phenyl(tetrahydro-2H-thiopyran-4-yl)methanone 17 was obtained as a white solid (3 g, 70%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07361668B2 |
| 출처 데이터셋 | uspto-grants-2008_04 |
| ORD ID | ord-dfd66986ba0d4db5a9580e8fab9bfee8 |
| 출처 메모 | uspto-grants-2008_04 |