반응 #167369

ord-960275e7b31c4f1586aa012566cabc4e

반응 방정식

BrBr
Bromine
N#Cc1cccc2[nH]ccc12
1H-indole-4-carbonitrile
O=S([O-])S(=O)(=O)[O-].[Na+].[Na+]
sodium metabisulphite
CCOC(C)=O
ethylacetate
N#Cc1cccc2[nH]cc(Br)c12
3-Bromo-1H-indole-4-carbonitrile
수율 78.4%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The precipitate was collected
  2. 2
    세척washed with cold water
  3. 3
    기타dried

실험 절차

Bromine in DMF (0.796 g, 4.975 mmol) was added to a stirred solution of 1H-indole-4-carbonitrile (700 mg, 4.9295 mmol) in DMF (15 mL) at room temperature. The resulting mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (10% ethylacetate in hexane). The reaction mixture was poured into ice water containing 0.5% ammonia and 0.5% sodium metabisulphite. The precipitate was collected, washed with cold water and dried to afford 850 mg of 3-Bromo-1H-indole-4-carbonitrile (78.41% yield).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE045173E1uspto-grants-2014_09