تفاعل #595400

ord-03115a6483694af49fd5df5c8b5e5fe4

معادلة التفاعل

[K+].[OH-]
KOH
BrCCCBr
1,3-dibromopropane
Brc1ccc2[nH]c3ccc(Br)cc3c2c1
3,6-dibromocarbazole
BrCCCn1c2ccc(Br)cc2c2cc(Br)ccc21
colorless oil
المردود 28.6%
BrCCCn1c2ccc(Br)cc2c2cc(Br)ccc21
3,6-dibromo-9-(3-bromopropyl)-9H-carbazole
المردود 28.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGwas stirred at room temperature overnight
  2. 2
    أخرىThe crude reaction mixture
  3. 3
    غسيلwashed with 1M HCl 2×10 mL and water 3×10 mL
  4. 4
    تجفيفThe organic layer was dried over anhydrous Na2SO4
  5. 5
    أخرىevaporated
  6. 6
    أخرىto afford the crude product, which

الإجراء التجريبي

Crushed KOH (0.0673 g, 1.20 mmol, 1.2 equiv) was added to 3,6-dibromocarbazole (0.3250 g, 1.00 mmol) in 2 mL DMF solution and the mixture was stirred for 30 min. 1,3-dibromopropane (0.5047 g, 2.50 mmol, 2.5 equiv) in 3 mL DMF solution was added dropwise into the mixture and it was stirred at room temperature overnight. The crude reaction mixture was diluted with 30 mL EtOAc and washed with 1M HCl 2×10 mL and water 3×10 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 0.1275 g colorless oil as product, yield 28.6%.

المصدر

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