Ammonia → HCID 178442466、化合物

HRID 425316ノート

反応式

HRID 425316 の反応式
C1(C)C(S([CH2:10][N+:11]#[C-:12])(=O)=O)=CC=CC=1.[NH3:14].[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][CH:18]=O.Cl>CO>[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][C:18]1[N:14]=[CH:10][NH:11][CH:12]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 3724921118993-47-8HCID 53627694Toluenesulfonylmethyl isocyanide

生成物 1

HCID 178442466HCID 178442466、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Toluenesulfonylmethyl isocyanide (154 g, 0.9 mol) was added to an ambient temperature, saturated solution of ammonia in methanol (7 L). After stirring at ambient temperature for 1 h, 3,3-dimethylpentanal (0.6 mol) was added over 20 min. After stirring at reflux for 3 h, the reaction mixture was poured into cold 1 N hydrochloric acid and washed with hexane. The aqueous layer was basified with 10 N aqueous sodium hydroxide and extracted with ether. The combined organic extracts were washed with brine, dried (magnesium sulfate), filtered and concentrated in vacuo. Chromatography over silica eluting with 5-10% methanol/methylene chloride afforded 4-(2,2-dimethylbutyl)-1H-imidazole.

後処理

  1. stirringAfter stirring
  2. temperatureat reflux for 3 h
  3. washwashed with hexane
  4. extractionextracted with ether
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dd149ba295694b938815aa8bc6fe4f79
出典データセット
uspto-grants-2012_01
特許番号
US08106070B2

反応ノート

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