참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,10-Phenanthroline | HCID 1318 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 3-Quinuclidinol, (+)- | HCID 736411 | — |
| 반응물 | 3,7-Dibromo-dibenzothiophene 5,5-dioxide | HCID 4071898 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | HCID 57399776 | HCID 57399776 | 63% |
반응 단계
A mixture of 3,7-dibromodibenzothiophene-5,5-dioxide (0.60 g, 1.75 mmol; see J. Med. Chem. 1978, 21, 1084), (S)-(−)-quinuclidin-3-ol (280 mg, 2.2 mmol; Acros), copper(I) iodide (33 mg, 0.17 mmol; Aldrich), 1,10-phenanthroline (63 mg, 0.35 mol; Aldrich) and powdered cesium carbonate (0.86 g, 2.64 mmol; Aldrich) in toluene (2 mL) was heated to 110° C. with vigorous stirring for 30 h. After cooling to room temperature, the reaction mixture was filtered through diatomaceous earth, rinsing with ethyl acetate and dichloromethane, and the residue purified by flash chromatography (80 g silica gel, 1:10:89 NH4OH-MeOH-CH2Cl2) to afford the title compound (0.37 g, 1.08 mmol; 63% yield): MS (DCl/NH3): m/z 342 (M+1)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07365193B2 |
|---|
| 출처 데이터셋 | uspto-grants-2008_04 |
|---|
| ORD ID | ord-17aef5b2e9104056a4f08525966d6bbd |
|---|
| 출처 메모 | uspto-grants-2008_04 |
|---|
