Reaktion #4302

Reaktionsgleichung

2-chloroethyl phenyl sulfide

potassium iodide

isopropylamine

→

white crystalline solid

Ausbeute 76.9%

N-[2-(Phenylthio)ethyl]-2-propanamine hydrochloride

Ausbeute 76.9%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuo
2. 2
   Sonstigethe residue was partitioned between methylene chloride and dilute sodium hydroxide
3. 3
   ExtraktionThe methylene chloride solution was extracted with dilute sulfuric acid
4. 4
   ExtraktionThe acidic extract
5. 5
   Extraktionthe basic solution was extracted with methylene chloride
6. 6
   TrocknenThe methylene chloride solution was dried over magnesium sulfate
7. 7
   Sonstigethe solvent was removed in vacuo
8. 8
   Sonstigeto give an oil
9. 9
   Sonstigethe salt was recrystallized from methanol-ether

Vorschrift

A solution of 25 g (0.145 mole) of 2-chloroethyl phenyl sulfide and 1 g (0.006 mole) of potassium iodide in 500 ml of isopropylamine was heated in a bomb at 120° C. for 24 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was extracted with dilute sulfuric acid. The acidic extract was made basic with 50% sodium hydroxide, and the basic solution was extracted with methylene chloride. The methylene chloride solution was dried over magnesium sulfate and the solvent was removed in vacuo to give an oil. This was converted to the hydrochloride salt, and the salt was recrystallized from methanol-ether to give 25.77 g (76.9%) of white crystalline solid, m.p. 124.5°-125.5° C.

Quelle