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Cesium carbonate → {[6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile

HRID 456822
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반응식

HRID 456822 반응식
[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:11][CH:10]=[C:9]1[C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[C:24]([OH:29])[CH:23]=[CH:22]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:31][C:32]#[N:33].C(=O)([O-])[O-].[Cs+].[Cs+]>C(Cl)Cl>[CH2:1]([N:8]1[C:12]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:11][CH:10]=[C:9]1[C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[C:24]([O:29][CH2:31][C:32]#[N:33])[CH:23]=[CH:22]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 11534BromoacetonitrileHCID 184390296-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthol

생성물 1

HCID 18439031{[6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile수율 100.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a similar manner as described in step 1 of Example 3, the title compound was prepared from 6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthol (0.250 g, 0.665 mmol), prepared in step 2 of Example 2, bromoacetonitrile (0.096 g, 0.80 mmol) and cesium carbonate (1.08 g, 3.33 mmol) with the exception that the reaction was complete after 70 minutes at ambient temperature. The crude material was dissolved in methylene chloride and filtered through silica gel (45 g, 200–300 mesh). The solvent was removed under reduced pressure to give {[6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile as a beige solid (0.276 g, 100%), mp 156–157° C. Elemental Analysis for C29H22N2O Calc'd: C, 84.03; H, 5.35; N, 6.76. Found: C, 83.15; H, 5.46; N, 6.54.

후처리

  1. filtrationfiltered through silica gel (45 g, 200–300 mesh)
  2. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-a1531c2ef4604de1af185df441b37b58
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07186749B2

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