Ammonia → HCID 178442466、化合物

HRID 216348ノート

反応式

HRID 216348 の反応式
CC1C=CC(S([CH2:11][N+:12]#[C-:13])(=O)=O)=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:11][NH:12][CH:13]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 161915Tosylmethyl isocyanideHCID 3724921118993-47-8

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

TosMIC (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 (ca. 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-573d48c680b94777bb80614644ff0e99
出典データセット
uspto-grants-2012_06
特許番号
US08193228B2

反応ノート

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