Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N,N-Dimethylglycine hydrochloride → Methyl 3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy)-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | N,N-Dimethylglycine hydrochloride | HCID 75605 | — |
| 반응물 | 2-(4-Iodophenyl)-5-methyl-[1,3,4]oxadiazole | HCID 676569 | — |
| 반응물 | Methyl 3-hydroxy-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate | HCID 66971906 | — |
| 촉매 | Copper iodide | HCID 83717 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Methyl 3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy)-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate | HCID 66972059 | 30.7% |
반응 단계
To a stirred mixture of Methyl 3-hydroxy-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate (15 g) (Intermediate 3), N,N-dimethylglycine hydrochloride (2.3 g), copper (II) iodide (1 g) in dry 1,4-dioxane was added 2-(4-iodophenyl)-5-methyl-1,3,4-oxadiazole (15.4 g) (Intermediate 4) under nitrogen. The reaction mixture was refluxed for 24 h. The reaction mixture was cooled, quenched with water and extracted with DCM. Combined organic washings were washed with water, brine, dried over Na2SO4, filtered and concentrated in vacuo to get the crude product. The crude product was purified by column chromatography using silica gel as stationary phase and ethyl acetate: petroleum ether (9:1) as mobile phase to give the product (7 g) as thick liquid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08835469B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-5e29f283917d45e2a7c3fd3018e4b0ee |
| 출처 메모 | uspto-grants-2014_09 |