Ethyl 2-acetamido-3-oxobutanoate → HCID 178470392, 화합물

HRID 1875109노트

반응식

HRID 1875109 반응식
C([O-])(=O)C.[NH4+:5].[C:6]([NH:9][CH:10]([C:16](=O)[CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])(=O)[CH3:7]>C(O)(=O)C>[CH3:7][C:6]1[NH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:16]([CH3:17])[N:5]=1

참가 물질

4

반응물 2

HCID 224840Ethyl 2-acetamido-3-oxobutanoateHCID 517165Ammonium Acetate

생성물 1

HCID 178470392HCID 178470392, 화합물수율 67%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Ammonium acetate (185 mg, 2.4 mmol) was added to a solution of ethyl 2-(acetylamino)-3-oxobutanoate (90 mg, 0.48 mmol) in acetic acid (1.0 mL). The mixture was heated to reflux overnight. After cooling, the solvent was evaporated under reduced pressure and the residue was taken up in saturated sodium bicarbonate and extracted with EtOAc. The organic layer was dried over sodium sulfate, and concentrated. The residue was purified by column chromatography (0-4% 2M NH3 solution of MeOH in DCM) to give the title compound (54 mg, 67%) as a white solid. 1H NMR (400 MHz, CDCl3-d) δ ppm 4.30 (q, J=7.20 Hz, 2H) 2.44 (s, 3H) 2.38 (s, 3H) 1.34 (t, J=7.14 Hz, 3H). LCMS: m/z 169 (M+1).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. temperatureAfter cooling
  4. customthe solvent was evaporated under reduced pressure
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography (0-4% 2M NH3 solution of MeOH in DCM)

출처 및 근거

ORD 기록
ord-2d7307535b8f469ab98caf7af34b4ab4
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

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