참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Trifluoroacetic acid | HCID 6422 | — |
| 반응물 | Butyn-2-one | HCID 15018 | — |
| 반응물 | Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine | HCID 353442 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone | HCID 57576371 | 49.7% |
반응 단계
To a solution of N-(methoxymethyl)-N-(phenylmethyl)-N-(trimethylsilyl)methylamine (9.76 g, 0.041 mol) in CH2Cl2 (40 mL) at 0° C., was added dropwise over a 5 minutes period but-3-yn-2-one (2.0 g, 0.029 mol) followed by trifluoroacetic acid (0.22 mL, 0.003 mol) (very exothermic reaction). The ice bath was removed after 30 minutes, and the solution was stirred at 25° C. for an additional 2 h. It was then concentrated and purification by flash chromatography (SiO2, EtOAc/Heptane 1:1) afforded 2.90 g (49%) of the title compound as a yellow oil. ES-MS m/e: 202.2 (M+H+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08012998B2 |
|---|
| 출처 데이터셋 | uspto-grants-2011_09 |
|---|
| ORD ID | ord-05508a65e39d4cd8b030f813b04574f2 |
|---|
| 출처 메모 | uspto-grants-2011_09 |
|---|
