反应 #61169

ord-5833059e3f8d4fffa51807339b852015

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取the reaction was extracted with 20 mL of EtOAc
  2. 2
    萃取extracted with EtOAc (3×20 mL)
  3. 3
    洗涤The combined organic layers were washed with brine (20 mL)
  4. 4
    干燥dried (Na2SO4)
  5. 5
    浓缩concentrated in vacuo

实验过程

To 1-(5-imidazol-1-yl-2-nitro-phenyl)-piperidine (117 mg, 0.430 mmol, as prepared in the previous step) in 3 mL of THF was added 6.5 mL of 10% TiCl3 in H2O dropwise over 3 min. After 10 min, the reaction was extracted with 20 mL of EtOAc, and the organic layer was discarded. The aqueous layer was basified with 10M NaOH to pH>9, then extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), and concentrated in vacuo to afford 74 mg (66%) of the title compound as a light brown solid. Mass spectrum (ESI, m/z): Calcd. for C14H18N4, 243.1 (M+H), found 243.2;

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07427683B2uspto-grants-2008_09