Water → 4'-Chloro-2'-methyl-[1,1'-biphenyl]-4-amine

HRID 405228ノート

反応式

HRID 405228 の反応式
I[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[C:12]([CH3:19])[CH:11]=1.C([O-])([O-])=O.[K+].[K+].O>O1CCOCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=2)=[C:12]([CH3:19])[CH:11]=1

参加物

7

反応物 4

HCID 962WaterHCID 108934-IodoanilineHCID 11430Potassium CarbonateHCID 5017600(4-Chloro-2-methylphenyl)boronic acid

生成物 1

HCID 672116234'-Chloro-2'-methyl-[1,1'-biphenyl]-4-amine

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 312751,4-Dioxane溶媒

実験手順

4-iodoaniline (3.3 g, 15.0 mmol), (4-chloro-2-methylphenyl)boronic acid (3.3 g, 19.5 mmol), Pd(dppf)Cl2 (1.22 g, 1.5 mmol), and K2CO3 (4.1 g, 30 mmol) were dissolved in 1,4-dioxane (60 mL) and water (15 mL) and heated to 90° C. After 3 h the resulting mixture was diluted EtOAc and water and the layers were separated. The organic layer was dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

後処理

  1. customEtOAc and water and the layers were separated
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via column chromatography

出典と根拠

ORDレコード
ord-68b862a9b07748e7a3e2226d2b47a193
出典データセット
uspto-grants-2014_06
特許番号
US08748624B2

反応ノート

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