Hydrochloric Acid → Ethyl 2-(5-nitropyridin-2-YL)acetate

HRID 714866ノート

反応式

HRID 714866 の反応式
C([C:3]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][N:15]=1)(C([O-])=O)[C:4]([O:6][C:7](C)(C)[CH3:8])=[O:5])C.Cl>C(OCC)(=O)C>[CH2:7]([O:6][C:4](=[O:5])[CH2:3][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][N:15]=1)[CH3:8]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67270067Tert-butyl ethyl(5-nitropyridin-2-yl)malonate

生成物 1

HCID 18670679Ethyl 2-(5-nitropyridin-2-YL)acetate収率 82.4%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To tert-butyl ethyl(5-nitropyridin-2-yl)malonate (10 g) obtained in Step A of Example 153 was added a solution of 4 M hydrogen chloride in ethyl acetate (40 mL), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and diethyl ether (150 mL) and saturated aqueous sodium hydrogen carbonate solution were added thereto. To the reaction mixture was added sodium hydrogen carbonate until bubble generation stopped, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (5.6 g).

後処理

  1. customThe solvent was evaporated under reduced pressure, and diethyl ether (150 mL) and saturated aqueous sodium hydrogen carbonate solution
  2. additionwere added
  3. additionTo the reaction mixture was added sodium hydrogen carbonate
  4. customuntil bubble generation
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe obtained organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-9cae02d932f8481a8a4f69e8e97b1f04
出典データセット
uspto-grants-2015_11
特許番号
US09187453B2

反応ノート

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