Reaktion #54832

Reaktionsgleichung

ethyl 3-amino-4-cyclohexylphenylglyoxylate

sulfuric acid

sulfuric acid

sodium nitrite

potassium iodide

→

3-iodo-4-cyclohexylphenylglyoxylic acid

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo this is added 0.075 g
2. 2
   TemperaturAfter cooling to room temperature the reaction mixture
3. 3
   Extraktionis extracted thrice with 15 ml
4. 4
   WaschenThis is then washed with dilute thiosulfate solution, water
5. 5
   Trocknendried over sodium sulfate
6. 6
   Sonstigeevaporated in vacuo
7. 7
   SonstigeThe residue is crystallized

Vorschrift

To 0.05 moles of ethyl 3-amino-4-cyclohexylphenylglyoxylate dissolved in a mixture of 50 g. of ice water and 0.06 moles of concentrated sulfuric acid at 0° C. is added a solution of 0.05 moles of 95% sodium nitrite in 8 ml. of water. Stirring is continued for 1/2 hour and then 1.5 ml. of concentrated sulfuric acid is added. This solution is poured into an ice cold solution of 0.06 moles of potassium iodide in 10 ml. of water. To this is added 0.075 g. copper bronze with stirring and the solution is warmed slowly on a water bath to about 80° C. for 2 hours. After cooling to room temperature the reaction mixture is extracted thrice with 15 ml. portions of chloroform. This is then washed with dilute thiosulfate solution, water, dried over sodium sulfate and evaporated in vacuo. The residue is crystallized to obtain 3-iodo-4-cyclohexylphenylglyoxylic acid.

Quelle