Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium hydride → 1-Benzylpyrrolidine-3-carbaldehyde
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| 반응물 | Phenolate Sodium | HCID 4445035 | — |
| 반응물 | (1-Benzylpyrrolidin-3-yl)methanol | HCID 5176654 | — |
| 반응물 | Dimethylsulfoxonium methylide | HCID 6396768 | — |
| 반응물 | HCID 178418287 | HCID 178418287 | — |
| 생성물 | 1-Benzylpyrrolidine-3-carbaldehyde | HCID 4589478 | — |
| 생성물 | 1-Phenylmethyl-alpha-phenoxymethyl-2-pyrrolidinemethanol | HCID 20039787 | — |
반응 단계
1-Phenylmethyl-3-formylpyrrolidine is prepared from 1-phenylmethyl-3-hydroxymethyl pyrrolidine (source: method of U.S. Pat. No. 3,318,908) by reacting it with pyridinium chlorochromate and converted to the corresponding 3-epoxide using dimethyloxosulfonium methylide obtained by mixing trimethylsulfoxonium iodide and sodium hydride in aprotic solvent. The epoxide is reacted with sodium phenoxide and the reaction mixture is acidified to give 1-phenylmethyl-α-phenoxymethyl-2-pyrrolidinemethanol which is hydrogenated over palladium on carbon to give the free base of the title compound. The free base is converted to the hydrochloride salt as in Example 38.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US04835164 |
| 출처 데이터셋 | uspto-grants-1989_05 |
| ORD ID | ord-00ddace851d442d699fafbac4cf28083 |
| 출처 메모 | uspto-grants-1989_05 |