Chloroform → 2-Furan-3-yl-5-hydroxy-benzonitrile

HRID 2236426노트

반응식

HRID 2236426 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5](I)=[C:6]([CH:9]=1)[C:7]#[N:8].C(Cl)(Cl)Cl.P(C(C)(C)C)(C(C)(C)C)C(C)(C)C.[O:28]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29]1.[F-].[Cs+]>CN(C)C=O.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[O:28]1[CH:32]=[CH:31][C:30]([C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:9][C:6]=2[C:7]#[N:8])=[CH:29]1

참가 물질

8

반응물 5

HCID 6212ChloroformHCID 25953Cesium fluorideHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 2734358Furan-3-boronic acidHCID 686960525-Hydroxy-2-iodobenzonitrile

생성물 1

HCID 593001112-Furan-3-yl-5-hydroxy-benzonitrile

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 6228Dimethylformamide용매

실험 절차

5-Hydroxy-2-iodo-benzonitrile (70 mg, 0.29 mmol), Pd2(dba)3.CHCl3(25 mg, 0.01 mmol) and P(tBu)3 (0.05 mL, 10% in hexane, 0.016 mmol), 3-furanboronic acid (40 mg, 0.36 mmol) and CsF (200 mg, 1.32 mmol) were suspended in N,N-dimethylformamide (5 mL). The mixture is then degassed and stirred at room temperature for 4 hours. After aqueous workup, the residue is purified with chromatography and directly employed in the next step.

후처리

  1. customThe mixture is then degassed
  2. customAfter aqueous workup, the residue is purified with chromatography

출처 및 근거

ORD 기록
ord-fe0d95519f4a4c3fa213313ff6d8e065
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713994B2

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