Acetic Acid → 1-Ethyl-3-cyano-5,6-dimethyl-2-pyridone

HRID 1994251노트

반응식

HRID 1994251 반응식
[Na].[CH3:2][CH:3]([C:6](=O)[CH3:7])[CH:4]=O.[CH2:9]([NH:11][C:12](=[O:16])[CH2:13][C:14]#[N:15])[CH3:10].C(O)(=O)C.N1CCCCC1>CN(C=O)C.C(Cl)(Cl)Cl>[CH2:9]([N:11]1[C:6]([CH3:7])=[C:3]([CH3:4])[CH:2]=[C:13]([C:14]#[N:15])[C:12]1=[O:16])[CH3:10]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 2703622-Cyano-N-ethylacetamideHCID 87079555CID 87079555

생성물 1

HCID 222664831-Ethyl-3-cyano-5,6-dimethyl-2-pyridone수율 96%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

반응 조건

온도
135 °C

실험 절차

To a suspension of 2-methyl-3-oxobutanal sodium salt (3.18 g) and N-ethylcyanoacetamide (3-0003-02) (2.243 g) in DMF (20 mL) were added acetic acid (1.49 mL) and piperidine (0.40 mL) at room temperature, and the reaction mixture was refluxed with stirring in an oil bath at 135° C. for 5 h. The reaction mixture was dissolved in chloroform and water, extracted three times with chloroform, dried over magnesium sulfate, and evaporated under reduced pressure. The obtained crystal residue (4.07 g) was washed three times with n-hexane (1 mL) to give 1-ethyl-3-cyano-5,6-dimethyl-2-pyridone (3-003-03) (3.38 g, 96%) as a brown crystal.

후처리

  1. temperaturethe reaction mixture was refluxed
  2. extractionwater, extracted three times with chloroform
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure
  5. washThe obtained crystal residue (4.07 g) was washed three times with n-hexane (1 mL)

출처 및 근거

ORD 기록
ord-05a3c2b3f5654413bd59802fd3dde0e0
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652141B2

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