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4-(Trifluoromethoxy)aniline → HCID 11717717、化合物

HRID 1437750
ノート
印刷プレビュー

反応式

HRID 1437750 の反応式
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=[C:4]([Cl:14])[N:3]=1.CC(C)([O-])C.[K+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.[F:67][C:68]([F:78])([F:77])[O:69][C:70]1[CH:75]=[CH:74][C:73]([NH2:76])=[CH:72][CH:71]=1>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[Cl:14][C:4]1[N:3]=[C:2]([NH:76][C:73]2[CH:74]=[CH:75][C:70]([O:69][C:68]([F:67])([F:77])[F:78])=[CH:71][CH:72]=2)[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6008484-(Trifluoromethoxy)anilineHCID 634876Binap, (A+-)-HCID 116155784-(2,6-Dichloro-pyridin-4-yl)-morpholineHCID 23665647Potassium tert-butoxide

生成物 1

HCID 11717717HCID 11717717、化合物収率 18%

試薬・触媒・溶媒 3

HCID 167845
palladium(II) acetate
触媒
HCID 962Water溶媒
HCID 1140Toluene溶媒

実験手順

To a solution of 4-(2,6-dichloro-pyridin-4-yl)-morpholine (0.500 g, 2.15 mmol) in toluene (6 mL) were added potassium tert-butoxide (0.109 g, 0.973 mmol), palladium(II)acetate (24.13 mg, 0.107 mmol), BINAP (67.0 mg, 0.107 mmol) and 4-trifluoromethoxyphenylamine (456 mg, 2.58 mmol), in a 10 mL reaction vessel. This reaction mixture was subjected the microwave radiation, in which the microwave power was 250 W, to attain a reaction temperature of 150° C. After this reaction proceeded for 30 min, water (200 mL) was added to the reaction mixture and the reaction product was extracted with ethyl acetate. The organic layer was dried over sodium sulphate, filtered, and the filtrate concentrated under vacuum. The product was purified through column chromatography using 230-400 mesh silica gel (elution 30:70 ethyl acetate:petroleum ether) to afford the desired compound as a light yellow solid (140 mg, yield 18%).

後処理

  1. customin a 10 mL reaction vessel
  2. customa reaction temperature of 150° C
  3. extractionthe reaction product was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulphate
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under vacuum
  7. customThe product was purified through column chromatography

出典と根拠

ORDレコード
ord-2cef501a499e408d92dc68bb5c9daa9a
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622486B2

反応ノート

読み込み中…

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