تفاعل #2487388

ord-37cdc4f58ab54ae4b782cd4efe1f3601

معادلة التفاعل

O
H2O
Cc1cccc(-c2ncc[nH]2)n1
2-(6-Methyl-2-pyridyl)imidazole
CC(C)(C)[O-].[Na+]
sodium t-butoxide
O=C1c2ccccc2C(=O)N1CCCCCCBr
N-(6-bromohexyl)phthalimide
Cc1cccc(-c2nccn2CCCCCCN2C(=O)c3ccccc3C2=O)n1
2-(6-methyl-2-pyridyl)-1-(6-(phthalimido)hexyl)imidazole

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITat 60° C. for 3.5 h
  2. 2
    استخلاصextracted three times with EtOAc (3×100 mL)
  3. 3
    استخلاصThe combined EtOAc extract
  4. 4
    تجفيفwas dried with anhydrous Na2SO4
  5. 5
    أخرىevaporated to dryness
  6. 6
    أخرىThe product was purified by a silica gel column

الإجراء التجريبي

To a solution of 2-(6-Methyl-2-pyridyl)imidazole (2.16 g) and sodium t-butoxide (1.57 g) in 50 mL dry DMF was added N-(6-bromohexyl)phthalimide (4.72 g). The resulting solution was stirred at room temperature for 3 h and then at 60° C. for 3.5 h. The solution was poured into H2O (80 mL) and then extracted three times with EtOAc (3×100 mL). The combined EtOAc extract was dried with anhydrous Na2SO4, and then evaporated to dryness. The product was purified by a silica gel column using EtOAc as the eluent. Yield: about 4.2 g.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08795490B2uspto-grants-2014_08