4'-Hydroxypropiophenone → Ifenprodil

HRID 355087

反応式

HRID 355087 の反応式
[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-])[O-].[K+].[K+].[H][H]>[Pt]=O.CO.O.O1CCOCC1>[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

参加物

10

反応物 5

HCID 62714'-HydroxypropiophenoneHCID 11430Potassium CarbonateHCID 164584-BenzylpyridineHCID 24408BromineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 3689Ifenprodil収率 92.3%

試薬・触媒・溶媒 4

HCID 82844Platinum oxide (PtO)触媒HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.8 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, 2.1 g of potassium carbonate, 1 ml of water and 50 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 25 ml of methanol and 0.2 g of platinum oxide were added and hydrogen was then introduced and the mixture was stirred for 8 hours under pressure of about 1 atm. After completion of the reaction, the reaction mixture was worked up in the same manner as described in Example 46, whereby 12.0 g (77.9%) of ifenprodil were obtained as white crystals.

後処理

  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. stirringthe mixture was stirred for 8 hours under pressure of about 1 atm
  8. customAfter completion of the reaction

出典と根拠

ORDレコード
ord-e9719236f7bd46719c424a3bcb53e5af
出典データセット
uspto-grants-1983_03
特許番号
US04377691

関連ノート

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