反応 #4292

反応方程式

phenyl chloroformate

methylene chloride

2-(4-fluorophenylthio]ethyl-1-methyl-ethanamine

triethylamine

methylene chloride

→

N-[2-[(4-Fluorophenyl)thio]ethyl]-N-(1-methylethyl)carbamic acid phenyl ester

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   抽出extracted with 5% aqueous sodium hydroxide
3. 3
   乾燥The chloroform layer was dried
4. 4
   ろ過filtered
5. 5
   その他evaporated
6. 6
   その他to give an oil residue which
7. 7
   その他crystallized to a white solid
8. 8
   その他A portion of the solid was triturated with isopropyl ether
9. 9
   温度the mixture cooled under refrigeration
10. 10
    ろ過The solid was collected by filtration
11. 11
    その他dried in vacuo overnight at 80° C
12. 12
    その他White crystalline product, m.p. 53°-58° C. was obtained

実験手順

To a solution of 38.5 g (0.15 mole) of N-[2-(4-fluorophenylthio]ethyl-1-methyl-ethanamine and 15.5 g (0.15 mole) of triethylamine in 300 ml of methylene chloride which was cooled in an ice bath was added dropwise with stirring a solution of 23.5 g (0.15 mole) of phenyl chloroformate in 100 ml of methylene chloride over a 15 minute period. The resulting solution was stirred overnight at room temperature and extracted with 5% aqueous sodium hydroxide. The chloroform layer was dried and filtered and evaporated to give an oil residue which crystallized to a white solid. A portion of the solid was triturated with isopropyl ether and the mixture cooled under refrigeration. The solid was collected by filtration and dried in vacuo overnight at 80° C. White crystalline product, m.p. 53°-58° C. was obtained.

出典