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2-Ethylaniline → HCID 19369810、化合物

HRID 849175
ノート
印刷プレビュー

反応式

HRID 849175 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.[CH2:20]([C:22]1[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=1[NH2:24])[CH3:21]>C(O)COCCO.[Cl-].[Na+].O>[CH2:20]([C:22]1[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=1[N:24]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)[CH3:21]
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 113572-EthylanilineHCID 10858582HCID 10858582、化合物

生成物 1

HCID 19369810HCID 19369810、化合物収率 94.7%

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(7.0 g, 25.8 mmol) was dissolved in diethylene glycol(30 ml) and 2-ethylaniline(6.7 g, 51 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), then 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 over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate as eluent to obtain 5.1 g of desired compound as solid in 53% 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 over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel chromatography with ethyl acetate as eluent

出典と根拠

ORDレコード
ord-46ef3b26750e467c99504d7f5f5bd5aa
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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