反応 #4302

反応方程式

2-chloroethyl phenyl sulfide

potassium iodide

isopropylamine

→

white crystalline solid

収率 76.9%

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

収率 76.9%

反応条件

後処理

1. 1
   その他The solvent was removed in vacuo
2. 2
   その他the residue was partitioned between methylene chloride and dilute sodium hydroxide
3. 3
   抽出The methylene chloride solution was extracted with dilute sulfuric acid
4. 4
   抽出The acidic extract
5. 5
   抽出the basic solution was extracted with methylene chloride
6. 6
   乾燥The methylene chloride solution was dried over magnesium sulfate
7. 7
   その他the solvent was removed in vacuo
8. 8
   その他to give an oil
9. 9
   その他the salt was recrystallized from methanol-ether

実験手順

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.

出典