Ammonium Hydroxide → HCID 178489909、化合物

HRID 2287431ノート

反応式

HRID 2287431 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=O)[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=O)[CH:6]=[CH:7][CH:8]=1.[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([CH:32]=O)[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].C([O-])(=O)C.[NH4+:38].[OH-].[NH4+:40]>C(O)(=O)C>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([C:32]2[NH:38][C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[N:40]=2)[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]

参加物

6

反応物 4

HCID 14923Ammonium HydroxideHCID 517165Ammonium AcetateHCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 187047601-(3-Methoxyphenyl)-2-pyridin-4-ylethane-1,2-dione

生成物 1

HCID 178489909HCID 178489909、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1-(3-Methoxyphenyl)-2-pyridin-4-ylethane-1,2-dione (1.93 g, 8.0 mmol), 4-formylpiperidine-1-carboxylic acid tert-butyl ester (1.7 g, 8.0 mmol) and ammonium acetate (6.2 g, 80 mmol) were dissolved in acetic acid (20 mL) and heated to reflux for 2 hours, then allowed to cool to ambient temperature. The reaction mixture was poured over an ammonium hydroxide (50 mL) and ice mixture, extracted with ethyl acetate (3×125 mL) and the combined organic layers dried over anhydrous magnesium sulfate, filtered and concentrated at reduced pressure. The resulting oil was chromatographed on silica gel eluting with ethyl acetate to give the imidazole as a foam (1.2 g), which was used without further purification.

後処理

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. extractionextracted with ethyl acetate (3×125 mL)
  4. dry with materialthe combined organic layers dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated at reduced pressure
  7. customThe resulting oil was chromatographed on silica gel eluting with ethyl acetate

出典と根拠

ORDレコード
ord-9e2c230f574b4cacaf6a779cf6f2660e
出典データセット
uspto-grants-2000_07
特許番号
US06083949

反応ノート

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