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Water → 2-Fluoro-5-nitro-[1,1';4'1'']terphenyl-4-ylamine

HRID 1960130
ノート
印刷プレビュー

反応式

HRID 1960130 の反応式
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4](B(O)O)=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].[F:22][C:23]1[C:24](I)=[CH:25][C:26]([N+:30]([O-:32])=[O:31])=[C:27]([NH2:29])[CH:28]=1.O>C1(C)C=CC=CC=1.CN(C=O)C.CCOC(C)=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:22][C:23]1[CH:28]=[C:27]([NH2:29])[C:26]([N+:30]([O-:32])=[O:31])=[CH:25][C:24]=1[C:13]1[CH:14]=[CH:15][C:10]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:11][CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1512531,1'-Biphenyl-4-yl-boronic acidHCID 574814875-Fluoro-4-iodo-2-nitrobenzenamine

生成物 1

HCID 674465092-Fluoro-5-nitro-[1,1';4'1'']terphenyl-4-ylamine

試薬・触媒・溶媒 4

HCID 178418397
HCID 178418397、化合物
触媒
HCID 1140Toluene溶媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

A mixture of 4-Biphenylboronic acid (737 mg, 2.4 mmol), K2CO3 (995 mg, 7.2 mmol), Pd(PPh3)4 (139 mg, 0.12 mmol), compound 13-1 (700 mg, 2.4 mmol) in 10 mL toluene, 2 mL DMF, and 2 mL H2O was suspended in a microwave reactor vial and heated to 130° C. for 10 min in a microwave reactor. The resulting dark solution was then diluted with EtOAc (150 mL) and washed three times with 50 mL portions of saturated aqueous NH4Cl. The combined organic layers were dried over MgSO4 filtered and concentrated in vacuo. The crude product was purified on ISCO (EtOAc/Hexanes=6/4) to give title compound 13-2.

後処理

  1. customwas suspended in a microwave reactor
  2. washwashed three times with 50 mL portions of saturated aqueous NH4Cl
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified on ISCO (EtOAc/Hexanes=6/4)

出典と根拠

ORDレコード
ord-6eb49e05e5064b598da627267f7afe8a
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08410284B2

反応ノート

読み込み中…

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