Methanol → Ifenprodil hydrobromide

HRID 355076

Reaktionsgleichung

Reaktionsgleichung von HRID 355076
CO.[OH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:13])[CH2:11][CH3:12])=[CH:6][CH:5]=1.[Br:14]Br.[CH2:16]([C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH3:12][CH:11]([N:26]1[CH2:27][CH2:28][CH:23]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:24][CH2:25]1)[CH:10]([OH:13])[C:7]1[CH:8]=[CH:9][C:4]([OH:3])=[CH:5][CH:6]=1.[BrH:14]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 62714'-HydroxypropiophenoneHCID 164584-BenzylpyridineHCID 24408Bromine

Produkt 1

HCID 12613162Ifenprodil hydrobromideAusbeute 65,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 5 ml of methanol 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 10 minutes and then air was introduced thereinto at a flow rate of 200 ml/minute for 30 minutes at room temperature. To the reaction liquid were then added 7.5 g of 4-benzylpyridine and 100 ml of ethanol, and the mixture was refluxed under heating for 5 hours. The reaction mixture was treated in the same manner as described in Example 5, whereby 10.7 g (65.8%) of ifenprodil hydrobromide were obtained as white crystals.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-f3f83a38be1b4b6891216f27cbc38c49
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04377691

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