تفاعل #45817

معادلة التفاعل

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

المذيبات

dioxane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر