4'-Hydroxypropiophenone → Ifenprodil

HRID 355079

반응식

HRID 355079 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.BrBr.[CH2:14]([C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C([O-])(=O)C.[Na+].[H][H]>[C].[Pd].C(O)C>[CH3:10][CH:9]([N:24]1[CH2:25][CH2:26][CH:21]([CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:22][CH2:23]1)[CH:8]([OH:11])[C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1

참가 물질

8

반응물 5

HCID 62714'-HydroxypropiophenoneHCID 164584-BenzylpyridineHCID 24408BromineHCID 517045Sodium AcetateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 3689Ifenprodil수율 65.4%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매2회

실험 절차

To 10 ml of ethanol were added 6.0 g of 4'-hydroxypropiophenone. 6.4 Grams of bromine were added dropwise to the mixture with stirring at room temperature and the reaction liquid was stirred for an additional 10 minutes. To the reaction liquid were then added 7.5 g of 4-benzylpyridine, 100 ml of ethanol and 3.28 g of anhydrous sodium acetate, and the mixture was refluxed under heating for 5 hours. After replacing the air in the reaction container with nitrogen gas, 2.0 g of 10% palladium-carbon were added and hydrogen was then introduced and the mixture was then treated in the same manner as described in Example 20, whereby 8.5 g (55.1%) of ifenprodil were obtained as white crystals.

후처리

  1. customthe reaction liquid
  2. stirringwas stirred for an additional 10 minutes
  3. customTo the reaction liquid
  4. temperaturethe mixture was refluxed
  5. temperatureunder heating for 5 hours
  6. additionwere added
  7. additionthe mixture was then treated in the same manner

출처 및 근거

ORD 기록
ord-ee90227d23154d54b0a4e3d24c92a2b1
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377691

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