Ammonium Acetate → 2, 6-Diphenyl-3-pyridinecarboxylic acid ethyl ester

HRID 1440791노트

반응식

HRID 1440791 반응식
[C:1]([CH:9]([CH2:15][CH2:16][C:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:29]>C(O)(=O)C>[C:2]1([C:1]2[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:15][CH:16]=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:29]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 517165Ammonium AcetateHCID 12015084Ethyl 2-benzoyl-5-oxo-5-phenylvalerate

생성물 1

HCID 189819482, 6-Diphenyl-3-pyridinecarboxylic acid ethyl ester수율 92.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 2.30 g of compound G, 8.20 g of ammonium acetate and 8.43 g of ferric chloride hexahydrate in 50 cc of acetic acid was heated under reflux for 7 hours. After cooling, the insoluble materials were removed by filtration through Celite and the filtrate was distilled to remove the solvent. The residue was adjusted to pH 8 with an aqueous sodium bicarbonate solution, and extracted three times with ethyl acetate. The combined organic layer was washed with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/5) to obtain 1.98 g of compound H. Yield: 92.1%.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. temperatureAfter cooling
  4. customthe insoluble materials were removed by filtration through Celite
  5. distillationthe filtrate was distilled
  6. customto remove the solvent
  7. extractionextracted three times with ethyl acetate
  8. washThe combined organic layer was washed with a saturated aqueous sodium chloride solution
  9. dry with materialdried over magnesium sulfate
  10. distillationThe solvent was distilled off
  11. customthe crude product thus obtained
  12. customwas purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/5)

출처 및 근거

ORD 기록
ord-b3dd829c32d2420cb555d089b8a53082
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05500424

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