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

HRID 416568ノート

反応式

HRID 416568 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
135 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2fa80b6da10a4e92ae41425fc35c60f0
出典データセット
uspto-grants-2012_01
特許番号
US08088924B2

反応ノート

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