Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N,N,N',N'-Tetramethylazodicarboxamide → {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| 반응물 | Tributylphosphine | HCID 13831 | — |
| 반응물 | (6-Hydroxy-indol-1-yl)-acetic acid ethyl ester | HCID 68821422 | — |
| 반응물 | 4-Pentyn-1-ol, 5-[4-(trifluoromethoxy)phenyl]- | HCID 68822690 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl ester | HCID 68826126 | 33% |
반응 단계
To an ice cold solution of (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (100 mg, 455 μmol), 5-(4-trifluoromethoxy-phenyl)-pent-4-yn-1-ol (111 mg, 455 μmol) and tributylphosphine (160 μl, 546 μmol) in tetrahydrofuran (10 ml) was added N,N,N′,N′-tetramethyl azodicarboxamide (94 mg, 546 μmol). The cooling bath was removed and stirring continued for 14 h. The mixture was filtered over celite and the solvent removed under reduced pressure to give a yellow oil which was purified by column chromatography (silica gel, heptane/AcOEt) to obtain 65 mg (150 μmol, 32%) of the title compound as colorless oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07405236B2 |
| 출처 데이터셋 | uspto-grants-2008_07 |
| ORD ID | ord-4bc37d558c684ffb9b7c36d389bdd448 |
| 출처 메모 | uspto-grants-2008_07 |