4'-Hydroxypropiophenone → Ifenprodil

HRID 355088

反応式

HRID 355088 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.[OH-].[Na+].[H][H]>[Pt]=O.CO.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

9

反応物 5

HCID 62714'-HydroxypropiophenoneHCID 14798Sodium HydroxideHCID 164584-BenzylpyridineHCID 24408BromineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 3689Ifenprodil収率 88.4%

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 887Methanol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 5 minutes. To the reaction liquid were then added 7.5 g of 4-benzylpyridine, 2.8 ml of 10-N sodium hydroxide solution and 100 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 0.5 g of platinum oxide were added and hydrogen was then introduced and the mixture was stirred for 7 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 11.5 g (74.7%) of ifenprodil were obtained as white crystals.

後処理

  1. customthe reaction liquid
  2. stirringwas stirred for an additional 5 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 7 hours under pressure of about 1 atm
  8. customAfter completion of the reaction

出典と根拠

ORDレコード
ord-ba1be67b37fd4f2b8a03023baa06c57f
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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