Trifluoroacetic acid → Ethyl 2-(5-nitropyridin-2-YL)acetate

HRID 602443ノート

反応式

HRID 602443 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10](C(OCC)=O)[C:11]([O:13][C:14](C)(C)[CH3:15])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2].FC(F)(F)C(O)=O>ClCCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 54383765tert-Butyl ethyl (5-nitropyridin-2-yl)malonate

生成物 1

HCID 18670679Ethyl 2-(5-nitropyridin-2-YL)acetate収率 70%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of tert-butyl ethyl (5-nitropyridin-2-yl)malonate (6.93 g, 22.3 mmol, step 1 of Example 1) in dichloromethane (75 mL) was added trifluoroacetic acid (7.64 g, 67.0 mmol) at room temperature, and the mixture was stirred at room temperature for 20 h. The mixture was washed with saturated aqueous sodium hydrogencarbonate solution, dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was chromatographed on a column of silica gel eluting with n-hexane/ethyl acetate (5:1 to 4:1) to give 3.27 g (70%) of the title compound as an orange oil.

後処理

  1. washThe mixture was washed with saturated aqueous sodium hydrogencarbonate solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was chromatographed on a column of silica gel eluting with n-hexane/ethyl acetate (5:1 to 4:1)

出典と根拠

ORDレコード
ord-866c13c1b79d43e0a2302250bdb14355
出典データセット
uspto-grants-2011_03
特許番号
US07906532B2

反応ノート

読み込み中…