Реакция #4377

ord-986aa5b3e849477ab861a73561ebea06

Уравнение реакции

II
iodine
COc1cccc(CCC(C)=O)c1
1-(3-methoxyphenyl)butane-3-one
COc1ccc(I)c(CCC(C)=O)c1
1-(2-iodo-5-methoxyphenyl)butane-3-one
Выход 82.3%

Реагенты

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe silver iodide was removed by filtration
  2. 2
    Промывкаwashed with acetic acid
  3. 3
    ДругоеThe filtrate was partitioned between ether and water
  4. 4
    ПромывкаThe ether layer was washed with water, sodium bicarbonate solution and sodium thiosulfate solution
  5. 5
    СушкаThe ether solution was dried with MgSO4
  6. 6
    Другоеevaporated to dryness in vacuo

Методика

Samples of iodine (42.4 g, 0.167 mole) and silver acetate (27.87 g, 0.167 mole) were added in portions to a solution of 29.8 g (0.167 mole) of 1-(3-methoxyphenyl)butane-3-one in 167 ml of glacial acetic acid. The mixture was stirred one hour. The silver iodide was removed by filtration and washed with acetic acid. The filtrate was partitioned between ether and water. The ether layer was washed with water, sodium bicarbonate solution and sodium thiosulfate solution. The ether solution was dried with MgSO4 and evaporated to dryness in vacuo. There was obtained 41.8 g (82% yield) of oily 1-(2-iodo-5-methoxyphenyl)butane-3-one.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04725602uspto-grants-1988_02