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HRID 751180作成日:2026年10月27日

N,N,N',N'-Tetramethylazodicarboxamide → {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/751180

反応式

関与物質

役割名称HCID仕込み量
反応物N,N,N',N'-TetramethylazodicarboxamideHCID 4278—
反応物TributylphosphineHCID 13831—
反応物(6-Hydroxy-indol-1-yl)-acetic acid ethyl esterHCID 68821422—
反応物4-Pentyn-1-ol, 5-[4-(trifluoromethoxy)phenyl]-HCID 68822690—
溶媒TetrahydrofuranHCID 8028—
生成物{6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl esterHCID 6882612633%

反応手順

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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07405236B2
出典データセットuspto-grants-2008_07
ORD IDord-4bc37d558c684ffb9b7c36d389bdd448
出典メモuspto-grants-2008_07