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2,3-Dimethylaniline → HCID 19369826、化合物

HRID 849183
ノート
印刷プレビュー

反応式

HRID 849183 の反応式
O=[C:2]1[C:11]2[CH2:12][CH2:13]O[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([O:15][C:16]([F:19])([F:18])[F:17])[C:4]=2[NH:3]1.[CH3:20][C:21]1[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:22]=1[NH2:23]>C(O)COCCO.[Cl-].[Na+].O>[CH3:20][C:21]1[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:22]=1[N:23]1[C:10]2[C:9]3[CH:8]=[CH:7][CH:6]=[C:5]([O:15][C:16]([F:19])([F:18])[F:17])[C:4]=3[N:3]=[C:2]([NH:3][CH2:4][CH2:5][OH:15])[C:11]=2[CH2:12][CH2:13]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

5

反応物 2

HCID 68932,3-DimethylanilineHCID 10858582HCID 10858582、化合物

生成物 1

HCID 19369826HCID 19369826、化合物収率 113.5%

試薬・触媒・溶媒 2

HCID 8117Diethylene Glycol溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
250 °C

実験手順

4-Oxo-6-trifluoromethoxy-2,3,4,5-tetrahydrofuro[3,2-c]quinoline(5.0 g, 19 mmol) was dissolved in diethylene glycol(30 ml), and 2,3-dimethylaniline(5.6 ml, 46 mmol) was added under nitrogen. The reaction mixture was refluxed at 250° C. for 15 hours. The reaction mixture was diluted in brine(20 ml), and the aqueous layer was extracted with dichloromethane(15 ml) for 3 times. The organic layer was washed with water(15 ml) for 3 times, dried with by anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate as eleunt to obtain 4.5 g of desired compound as solid in 65% of yield.

後処理

  1. extractionthe aqueous layer was extracted with dichloromethane(15 ml) for 3 times
  2. washThe organic layer was washed with water(15 ml) for 3 times
  3. dry with materialdried with by anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel chromatography with ethyl acetate as eleunt

出典と根拠

ORDレコード
ord-7a340199d8984b9badcf3eacc86ff1c1
出典データセット
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06011044

反応ノート

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