반응 #4302

반응 방정식

2-chloroethyl phenyl sulfide

potassium iodide

isopropylamine

→

white crystalline solid

수율 76.9%

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

수율 76.9%

반응 조건

후처리

1. 1
   기타The solvent was removed in vacuo
2. 2
   기타the residue was partitioned between methylene chloride and dilute sodium hydroxide
3. 3
   추출The methylene chloride solution was extracted with dilute sulfuric acid
4. 4
   추출The acidic extract
5. 5
   추출the basic solution was extracted with methylene chloride
6. 6
   건조The methylene chloride solution was dried over magnesium sulfate
7. 7
   기타the solvent was removed in vacuo
8. 8
   기타to give an oil
9. 9
   기타the salt was recrystallized from methanol-ether

실험 절차

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.

출처