تفاعل #595417

ord-5a24654fad78476b8a72c03057ef1813

معادلة التفاعل

Brc1ccc2[nH]c3ccc(Br)cc3c2c1
3,6-dibromocarbazole
[K+].[OH-]
KOH
CCOC(=O)CBr
Ethyl bromoacetate
CCOC(=O)Cn1c2ccc(Br)cc2c2cc(Br)ccc21
white solid
المردود 96.4%
CCOC(=O)Cn1c2ccc(Br)cc2c2cc(Br)ccc21
ethyl 2-(3,6-dibromo-9H-carbazol-9-yl)acetate
المردود 96.4%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGwas stirred at room temperature overnight
  2. 2
    أخرىThe reaction crude
  3. 3
    غسيلwashed with 1M HCl and water
  4. 4
    تجفيفThe organic layer was dried with MgSO4
  5. 5
    تركيزthe concentrated

الإجراء التجريبي

To a solution of 3,6-dibromocarbazole (325.0 mg, 1.0 mmol, 1 equiv) in anhydrous N,N-dimethylformamide (5 mL) was added crushed KOH (67.3 mg, 1.2 mmol, 1.2 equiv). The mixture was stirred for 30 minutes. Ethyl bromoacetate (277.2 μL, 2.5 mmol, 2.5 equiv) was added into the mixture and it was stirred at room temperature overnight. The reaction crude was diluted with ethyl acetate (30 mL) and washed with 1M HCl and water. The organic layer was dried with MgSO4 and the concentrated to afford 396.3 mg white solid as product (96.4%).

المصدر

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