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Ethylparaben → Ethyl 4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzoate

HRID 230797
ノート
印刷プレビュー

反応式

HRID 230797 の反応式
C(=O)([O-])[O-].[K+].[K+].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][N:9]=1.[OH:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:21][CH:20]=1>C(#N)C>[F:15][C:14]([F:17])([F:16])[C:11]1[CH:12]=[CH:13][C:8]([O:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:24]=2)=[N:9][CH:10]=1
参加物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 8434EthylparabenHCID 11430Potassium CarbonateHCID 27364342-Bromo-5-(trifluoromethyl)pyridine

生成物 1

HCID 4271674Ethyl 4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzoate収率 79.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Potassium carbonate (1.4 g) and 2-bromo-5-trifluoromethylpyridine (450 mg) were added to an acetonitrile solution (10 mL) of ethyl 4-hydroxybenzenecarboxylate (221 mg), and heated overnight under reflux. The reaction solution was concentrated under reduced pressure, water was added to the residue and extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated off under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 4/1) to obtain the entitled compound (330 mg).

後処理

  1. temperatureheated overnight
  2. temperatureunder reflux
  3. concentrationThe reaction solution was concentrated under reduced pressure, water
  4. additionwas added to the residue
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  7. customthe solvent was evaporated off under reduced pressure
  8. customThe resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 4/1)

出典と根拠

ORDレコード
ord-f64f79adb6b34edf968c5c9d01d79905
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07566781B2

反応ノート

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