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

HRID 602443노트

반응식

HRID 602443 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-866c13c1b79d43e0a2302250bdb14355
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906532B2

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