반응 #45817

반응 방정식

methyl 4-acetylamino-5-bromo-3-iodosalicylate

3,3-dimethyl-1-butyne

triethylamine

→

Methyl 4-acetylamino-5-bromo-3-(3,3-dimethyl-1-butynyl)salicylate

용매

dioxane

반응 조건

후처리

1. 1
   기타The reaction liquid
2. 2
   농축was concentrated under reduced pressure
3. 3
   workup.ADDITIONsaturated ammonium chloride water was added to the residue
4. 4
   추출followed by extraction twice with chloroform
5. 5
   세척the organic layer was washed with saturated brine
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   여과After filtration and concentration under reduced pressure
8. 8
   기타the eluate with n-hexane/ethyl acetate (2:1) gave the entitled compound (243 mg, 66.5) as a white solid

실험 절차

Under nitrogen atmosphere, methyl 4-acetylamino-5-bromo-3-iodosalicylate (I-250) (414 mg, 1.0 mmol), bis(triphenylphosphine)palladium(II) chloride (49 mg, 0.07 mmol), copper(I) iodide (19 mg, 0.1 mmol) and 3,3-dimethyl-1-butyne (0.13 ml, 1.1 mmol) were added to a mixed liquid of triethylamine (4 ml) and dioxane (6 ml), followed by stirring at 30° C. for 2 hours. The reaction liquid was concentrated under reduced pressure, then saturated ammonium chloride water was added to the residue, followed by extraction twice with chloroform, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column, chromatography, and the eluate with n-hexane/ethyl acetate (2:1) gave the entitled compound (243 mg, 66.5) as a white solid.

출처