反応 #214491

ord-3fbba0fcb9f1438d9853195fc4b488a7

反応方程式

Cl.NCCCl
2-chloroethylamine hydrochloride
CC(C)(C)[O-].[K+]
potassium tert-butoxide
CN(C)Cc1ccc(CO)o1
5-(dimethylamino)methyl-2-furanmethanol
CN(C)Cc1ccc(COCCN)o1
2-[[5-(dimethylamino)methyl-2-furanyl]methoxy]ethanamine

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他After 2 hr solvent was removed
  2. 2
    抽出the residue basified and extracted with ethyl acetate
  3. 3
    その他The residue after removal of solvent
  4. 4
    workup.ADDITIONwas treated in ethanol with ethanolic oxalic acid
  5. 5
    その他The crystalline salt was recrystallised from ethanol

実験手順

A solution of 2-chloroethylamine hydrochloride (6.25 g) in dry dimethylformamide was added dropwise to a stirred, cooled solution of potassium tert-butoxide (8.96 g) and 5-(dimethylamino)methyl-2-furanmethanol (12.4 g) in the same solvent. After 2 hr solvent was removed, the residue basified and extracted with ethyl acetate. The residue after removal of solvent was treated in ethanol with ethanolic oxalic acid. The crystalline salt was recrystallised from ethanol to give 2-[[5-(dimethylamino)methyl-2-furanyl]methoxy]ethanamine, bis oxalate, m.p. 130°-133° (3.05 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04255440uspto-grants-1981_03