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Formic Acid → HCID 86640047、化合物

HRID 452795
ノート
印刷プレビュー

反応式

HRID 452795 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][C:10]3[O:14][CH:13]=[C:12]([C:15]#N)[C:11]=3[CH:17]=2)=[N:4][N:3]=1.C(O)=[O:19]>[Ni].O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][C:10]3[O:14][CH:13]=[C:12]([CH:15]=[O:19])[C:11]=3[CH:17]=2)=[N:4][N:3]=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 2

HCID 284Formic AcidHCID 68663454HCID 68663454、化合物

生成物 1

HCID 86640047HCID 86640047、化合物収率 55%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 962Water溶媒

実験手順

A mixture of 5-(5-methyl-1,3,4-oxadiazol-2-yl)-1-benzofuran-3-carbonitrile (1.00 g, 4.44 mmol), Raney-nickel (2.0 g), formic acid (16 mL) and water (4 mL) was heated under reflux for 30 min. After cooling, the reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/tetrahydrofuran=1/1) and recrystallized from hexane/tetrahydrofuran to give the title compound (558 mg, yield 55%) as colorless crystals.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. additionThe residue was diluted with ethyl acetate
  7. washwashed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified by silica gel column chromatography (hexane/tetrahydrofuran=1/1)
  11. customrecrystallized from hexane/tetrahydrofuran

出典と根拠

ORDレコード
ord-e8c3b2102818492e869254727e2012a8
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492378B2

反応ノート

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