Ammonium Hydroxide → HCID 178489909, 화합물

HRID 862200노트

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HRID 862200 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 178489909HCID 178489909, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2f90c00743e84d3e98eb305821cda81f
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05717100

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