تفاعل #595399

ord-1c559945f93440fb8218218e217b87b7

معادلة التفاعل

BrCCC1CO1
1-Bromo-3,4-epoxybutane
[K+].[OH-]
KOH
Brc1ccc2[nH]c3ccc(Br)cc3c2c1
3,6-dibromocarbazole
Brc1ccc2c(c1)c1cc(Br)ccc1n2CCC1CO1
white solid
المردود 99.3%
Brc1ccc2c(c1)c1cc(Br)ccc1n2CCC1CO1
3,6-dibromo-9-(2-(oxiran-2-yl)ethyl)-9H-carbazole
المردود 99.3%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGwas stirred at room temperature for overnight
  2. 2
    أخرىReaction crude
  3. 3
    غسيلwashed with water 5×10 mL
  4. 4
    تجفيفThe organic layer was dried over anhydrous Na2SO4
  5. 5
    أخرىevaporated

الإجراء التجريبي

Crushed KOH (0.0054 g, 0.0954 mmol, 1.2 equiv) was added to 3,6-dibromocarbazole (0.0258 g, 0.0795 mmol, 1 equiv.) in 0.5 mL DMF solution and the mixture was stirred for 30 min. 1-Bromo-3,4-epoxybutane (0.0300 g, 0.199 mmol) in 0.5 mL DMF solution was dropwise added into the mixture and it was stirred at room temperature for overnight. Reaction crude was diluted with 20 mL EtOAc and washed with water 5×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford 31.2 mg white solid as product, yield 97.9%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09095572B2uspto-grants-2015_08