Acetophenone → (E)-3-Dimethylamino-1-phenyl-propenone

HRID 1777743ノート

反応式

HRID 1777743 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(O[CH:13](OCC)[N:14]([CH3:16])[CH3:15])C>CN(C=O)C>[CH3:13][N:14]([CH3:16])/[CH:15]=[CH:2]/[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

参加物

4

反応物 2

HCID 7410AcetophenoneHCID 70913Dimethylformamide diethylacetal

生成物 1

HCID 5398495(E)-3-Dimethylamino-1-phenyl-propenone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

Acetophenone (1.18 mL) and N,N-dimethylformamide diethyl acetal (1.71 mL) were dissolved in DMF (4 mL) and the resulting mixture was stirred at 120° C. for 20 h. The solvent was removed in vacuo and the residue was crystallized in Et2O. The mother liquors were cooled to 0° C. and precipitation occurred. The solid was filtered off and combined with the first batch to afford (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one (1.02 g of yellow solid).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was crystallized in Et2O
  3. temperatureThe mother liquors were cooled to 0° C.
  4. customprecipitation
  5. filtrationThe solid was filtered off

出典と根拠

ORDレコード
ord-46616c494bf94eddba85c14610ebe14e
出典データセット
uspto-grants-2016_02
特許番号
US09266876B2

反応ノート

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