Ammonium Chloride → HCID 178469800、化合物

HRID 1913516ノート

反応式

HRID 1913516 の反応式
C[N:2]([CH3:12])[CH:3]=[C:4]([N+:10]#[C-:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[Cl-].[NH4+].[CH3:15][C@H:16]1[CH2:21][CH2:20][C@H](N)[CH2:18][CH2:17]1>>[CH3:15][C@H:16]1[CH2:21][CH2:20][C@H:12]([N:2]2[CH:3]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:10]=[CH:11]2)[CH2:18][CH2:17]1

参加物

4

反応物 3

HCID 25517Ammonium ChlorideHCID 54355309Ethyl 3-(dimethylamino)-2-isocyanoacrylateHCID 178461305HCID 178461305、化合物

生成物 1

HCID 178469800HCID 178469800、化合物収率 89%

反応条件

温度
70 °C

実験手順

Ethyl 3-(dimethylamino)-2-isocyanoacrylate (Liebigs Annalen der Chemie, 1979, p. 1444) (1.52 g) was dissolved in trans-4-methylcyclohexylamine (3.07 g), and the solution was stirred at 70° C. for 4 hours. To the reaction solution, saturated aqueous ammonium chloride was added, and organic matter was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered, and the solvent was distilled off under reduced pressure to obtain a crude product. This crude product was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=2/1-1/2) to obtain the title compound (1.90 g).

後処理

  1. extractionorganic matter was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. distillationthe solvent was distilled off under reduced pressure
  5. customto obtain a crude product
  6. customThis crude product was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=2/1-1/2)

出典と根拠

ORDレコード
ord-249359ebf551447a8c1e3a5f833bad3e
出典データセット
uspto-grants-2013_12
特許番号
US08609710B2

反応ノート

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