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Potassium Carbonate → HCID 67312595、化合物

HRID 2190387
ノート
印刷プレビュー

反応式

HRID 2190387 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[F:11].[C:12]([C:14]([C:17]1[CH:18]=[C:19]([CH:31]=[CH:32][CH:33]=1)[C:20]([NH:22][C:23]1[CH:28]=[C:27]([OH:29])[CH:26]=[CH:25][C:24]=1C)=[O:21])([CH3:16])[CH3:15])#[N:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:12]([C:14]([C:17]1[CH:18]=[C:19]([CH:31]=[CH:32][CH:33]=1)[C:20]([NH:22][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]([O:29][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=2[F:11])[CH:28]=1)=[O:21])([CH3:16])[CH3:15])#[N:13]
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

5

反応物 3

HCID 11430Potassium CarbonateHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 673120273-(1-cyano-1-methylethyl)-N-(5-hydroxy-2-methylphenyl)benzamide

生成物 1

HCID 67312595HCID 67312595、化合物収率 70%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 1,2-difluoro-4-nitrobenzene (1.19 g, 7.49 mmol) and 3-(1-cyano-1-methylethyl)-N-(5-hydroxy-2-methylphenyl)benzamide (2.0 g, 7.13 mmol) in N,N-dimethylformamide (15 mL) was added potassium carbonate (1.47 g, 10.7 mmol), and the mixture was stirred at 80° C. for 18 hr. The reaction mixture was cooled to room temperature, and concentrated under reduced pressure. The obtained residue was diluted with ethyl acetate (200 mL), washed with water (200 mL) and saturated brine (200 mL), successively, and dried over anhydrous sodium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5→0/30), and the obtained solution was concentrated under reduced pressure to give the title compound (2.09 g, 70%) as a yellow oil.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionThe obtained residue was diluted with ethyl acetate (200 mL)
  4. washwashed with water (200 mL) and saturated brine (200 mL)
  5. dry with materialsuccessively, and dried over anhydrous sodium sulfate
  6. filtrationThe insoluble material was filtered off
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5→0/30)
  9. concentrationthe obtained solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-dd197970bb9a46768ba55ff126ddd73b
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08324395B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート