4'-Hydroxypropiophenone → Ifenprodil

HRID 355086

반응식

HRID 355086 반응식
C(OCCCC)CCC.[OH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:20])[CH2:18][CH3:19])=[CH:13][CH:12]=1.BrBr.[CH2:23]([C:30]1[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CO>[CH3:19][CH:18]([N:33]1[CH2:34][CH2:35][CH:30]([CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:31][CH2:32]1)[CH:17]([OH:20])[C:14]1[CH:15]=[CH:16][C:11]([OH:10])=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 62714'-HydroxypropiophenoneHCID 8909Butyl etherHCID 164584-BenzylpyridineHCID 24408Bromine

생성물 1

HCID 3689Ifenprodil수율 86.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 15 ml of di-n-butyl ether were added 6.0 g of 4'-hydroxypropiophenone. 6.6 Grams of bromine were added dropwise to the mixture with stirring at room temperature. The reaction liquid was stirred for an additional 10 minutes and then nitrogen was introduced thereinto at a flow rate of 200 ml/minute for one hour at room temperature. To the treaction liquid were then added 7.5 g of 4-benzylpyridine and 100 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, the reaction mixture was treated in the same manner as described in Example 35, whereby 11.3 g (73.4%) of ifenprodil were obtained as white crystals.

후처리

  1. customThe reaction liquid
  2. stirringwas stirred for an additional 10 minutes
  3. additionnitrogen was introduced
  4. temperaturethe mixture was refluxed
  5. temperatureunder heating for 5 hours
  6. additionthe reaction mixture was treated in the same manner

출처 및 근거

ORD 기록
ord-32383a483a3546a4a3726561f3d84def
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377691

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