Potassium Carbonate → N,N-Dimethyl-2-(2',3',5',6'-tetrafluoro-4'-phenylanilino)phenylacetamide

HRID 1270798ノート

反応式

HRID 1270798 の反応式
[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1I.[F:14][C:15]1[C:21]([F:22])=[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19]([F:29])=[C:18]([F:30])[C:16]=1[NH2:17].C(=O)([O-])[O-].[K+].[K+]>[Cu].[Cu]I>[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:17][C:16]1[C:18]([F:30])=[C:19]([F:29])[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:21]([F:22])[C:15]=1[F:14]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 128842312-(2-Iodophenyl)-N,N-dimethylacetamideHCID 184514902,3,5,6-Tetrafluoro-[1,1'-biphenyl]-4-amine

生成物 1

HCID 86593360N,N-Dimethyl-2-(2',3',5',6'-tetrafluoro-4'-phenylanilino)phenylacetamide

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒

反応条件

温度
40 °C

実験手順

N,N-dimethyl-2-iodophenylacetamide (2.0 g, 6.9 mmol), 2,3,5,6-tetrafluoro-4-phenylaniline (3.3 g, 13.8 mmol), copper powder (219 mg, 3.4 mmol), copper(I) iodide (646 mg, 3.4 mmol) and anhydrous potassium carbonate (1.0 g, 6.9 mmol) are stirred together in 150 mL of xylenes. The reaction is heated to reflux temperature for 48 hours. While still slightly warm (40° C.) the brown suspension is filtered through a pad of Celite which in turn is rinsed with toluene (250 mL). The filtrate is evaporated by rotary evaporator and then flash chromatographed on silica gel (10–20% EtOAc/hexane) to give the title product.

後処理

  1. temperatureThe reaction is heated
  2. temperatureto reflux temperature for 48 hours
  3. filtrationis filtered through a pad of Celite which in turn
  4. washis rinsed with toluene (250 mL)
  5. customThe filtrate is evaporated by rotary evaporator
  6. customflash chromatographed on silica gel (10–20% EtOAc/hexane)

出典と根拠

ORDレコード
ord-9f4e363e919b4b91833a344c85689802
出典データセット
uspto-grants-2007_04
特許番号
US07202364B2

反応ノート

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