تفاعل #90473

ord-a92d26f78a454c46a7e71f7c1ce69aef

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe resulting mixture was stirred at 60° C. overnight
  2. 2
    أخرىTHF was removed under vacuum
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in 10 mL EtOAc
  4. 4
    غسيلwashed with water 2×5 mL
  5. 5
    تجفيفThe organic layer was dried over anhydrous Na2SO4
  6. 6
    أخرىevaporated
  7. 7
    أخرىto afford the crude product, which

الإجراء التجريبي

NaH (60% dispersed in mineral oil, 0.0018 g, 0.0452 mmol) was added to a solution of 3,6-dibromocarbazole (0.0147 g, 0.0452 mmol) in 0.5 mL anhydrous THF and the mixture was stirred for 15 min. N-(2-(oxiran-2-yl)ethyl)aniline (0.0067 g, 0.0410 mmol) in 1.5 mL anhydrous THF solution was added dropwise and the resulting mixture was stirred at 60° C. overnight. THF was removed under vacuum and the residue was dissolved in 10 mL EtOAc and washed with water 2×5 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.0115 g colorless oil; yield 57.5%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09446042B2uspto-grants-2016_09