反応 #52348
ord-2a4dfa416f764e5f872750375946a95f
反応方程式
Intermediate 13
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
2-fluoro-4-iodo phenyl acetic acid ethyl ester
triethyl amine
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
Reagent C
2-fluoro-4-iodo phenyl acetic acid ethyl ester
ethyl acetate
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydro-naphthalene-1-one
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
tetrahydrofuran
Intermediate 13
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
→
反応物
Intermediate 13
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
2-fluoro-4-iodo phenyl acetic acid ethyl ester
triethyl amine
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
Reagent C
2-fluoro-4-iodo phenyl acetic acid ethyl ester
ethyl acetate
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydro-naphthalene-1-one
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
tetrahydrofuran
Intermediate 13
6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydronaphthalene-1-one
溶媒
反応条件
詳細条件
See reaction.notes.procedure_details.
実験手順
Following general procedure F and using 6-ethynyl-4,4-dimethyl-1,2,3,4-tetrahydro-naphthalene-1-one (Intermediate 13, 0.298 g, 1.43 mmol), 2-fluoro-4-iodo phenyl acetic acid ethyl ester (Reagent C, 0.44 g, 1.43 mmol), triethyl amine (Intermediate 13, 3 mL), anhydrous tetrahydrofuran (7mL), copper(I)iodide (0.4 g, 0.2 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.15 g, 0.213 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 14-16% ethyl acetate in hexane as the eluent, the title compound was obtained as an oil (0.43 g, 77%).