4'-Hydroxypropiophenone → Ifenprodil hydrobromide

HRID 355073

反応式

HRID 355073 の反応式
O1CCOCC1.[OH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:17])[CH2:15][CH3:16])=[CH:10][CH:9]=1.[Br:18]Br.[CH2:20]([C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CO>[CH3:16][CH:15]([N:30]1[CH2:31][CH2:32][CH:27]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:28][CH2:29]1)[CH:14]([OH:17])[C:11]1[CH:12]=[CH:13][C:8]([OH:7])=[CH:9][CH:10]=1.[BrH:18]

参加物

6

反応物 4

HCID 62714'-HydroxypropiophenoneHCID 164584-BenzylpyridineHCID 24408BromineHCID 312751,4-Dioxane

生成物 1

HCID 12613162Ifenprodil hydrobromide収率 70.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.4 Grams of bromine were added dropwise to the mixture with stirring at room temperature. The reaction liquid was stirred for an additional 5 minutes and then nitrogen gas was introduced thereinto at a flow rate of 400 ml/minute for 10 minutes at 60° C. To the reaction liquid were then added 6.4 g of 4-benzylpyridine and 50 ml of methanol, and the mixture was refluxed under heating for 5 hours. The reaction mixture was then treated in the same manner as described in Example 3, whereby 11.4 g (70.1%) of ifenprodil hydrobromide were obtained as white crystals.

後処理

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

出典と根拠

ORDレコード
ord-89e97bde15b74bafa3f20a7ef7f0fb7e
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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