反応 #4461

ord-ba8e9518e9a14e998c41606e7292d98b

反応方程式

O
water
O=C(N=[N+]1C=CC=CC1)Nc1ccc(F)cc1
N-[[(4-fluorophenyl)carbamoyl]-imino]pyridinium
[BH4-].[Na+]
sodium borohydride
[BH4-].[Na+]
sodium borohydride
O=C(Nc1ccc(F)cc1)NN1CC=CCC1
N-[[(4-fluorophenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the resulting mixture was evaporated
  2. 2
    抽出The residue was extracted with chloroform (20 ml×3)
  3. 3
    抽出The combined organic extract
  4. 4
    洗浄was washed with water
  5. 5
    乾燥dried over magnesium sulfate
  6. 6
    その他evaporated
  7. 7
    その他to give crystalls
  8. 8
    その他Recrystallization from diisopropyl ether

実験手順

A suspension of N-[[(4-fluorophenyl)carbamoyl]-imino]pyridinium ylide (1.04 g) and sodium borohydride (2.55 g) in ethanol (100 ml) was stirred at ambient temperature for 16 hours. Excess of sodium borohydride was decomposed with water, and the resulting mixture was evaporated. The residue was extracted with chloroform (20 ml×3). The combined organic extract was washed with water, dried over magnesium sulfate and evaporated to give crystalls. Recrystallization from diisopropyl ether gave N-[[(4-fluorophenyl)-carbamoyl]amino]-1,2,3,6-tetrahydropyridine (0.60 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04725608uspto-grants-1988_02