Réaction #4377

Équation de réaction

iodine

1-(3-methoxyphenyl)butane-3-one

→

1-(2-iodo-5-methoxyphenyl)butane-3-one

Rendement 82.3%

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   AutreThe silver iodide was removed by filtration
2. 2
   Lavagewashed with acetic acid
3. 3
   AutreThe filtrate was partitioned between ether and water
4. 4
   LavageThe ether layer was washed with water, sodium bicarbonate solution and sodium thiosulfate solution
5. 5
   SéchageThe ether solution was dried with MgSO4
6. 6
   Autreevaporated to dryness in vacuo

Mode opératoire

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.

Source