Reaktion #215160

Reaktionsgleichung

4-(2-acetamino-ethyl)-phenol

potassium carbonate

ethyl 2-bromohexanoate

potassium iodide

→

ethyl 2-[4-(2-acetaminoethyl)-phenoxy]-n-hexanoate

Lösungsmittel

butan-2-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 17.92 g
2. 2
   Temperaturat reflux temperature
3. 3
   Temperaturat reflux temperature for a further 28 hours
4. 4
   FiltrationThe reaction mixture is then filtered with suction
5. 5
   Sonstigethe filtrate evaporated in a vacuum
6. 6
   Extraktionthe ethereal phase is extracted with 2 N hydrochloric acid, water, 0.5 N aqueous sodium hydroxide solution and again with water
7. 7
   Trocknendried over anhydrous sodium sulphate
8. 8
   Sonstigeevaporated
9. 9
   Sonstigeto give 32.1 g

Vorschrift

A mixture of 17.92 g. (0.1 mol) 4-(2-acetamino-ethyl)-phenol, 17.3 g. (0.125 mol) pulverized potassium carbonate and 150 ml. butan-2-one is stirred for 2 hours at reflux temperature, then 27.9 g. (0.125 mol) ethyl 2-bromohexanoate and a spatula tip of potassium iodide are added thereto and the reaction mixture kept at reflux temperature for a further 28 hours. The reaction mixture is then filtered with suction and the filtrate evaporated in a vacuum. The residue is taken up in diethyl ether and the ethereal phase is extracted with 2 N hydrochloric acid, water, 0.5 N aqueous sodium hydroxide solution and again with water, dried over anhydrous sodium sulphate and evaporated to give 32.1 g. (quantitative yield) ethyl 2-[4-(2-acetaminoethyl)-phenoxy]-n-hexanoate in the form of a colorless oil with a refractive index nD20 =1.5010.

Quelle