Formic Acid → Piperazine, 1-((2,4-dimethoxyphenyl)methyl)-4-((4-fluorophenyl)phenylmethyl)-, (E)-2-butenedioate (1:1)

HRID 977918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 977918
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=O.[F:13][C:14]1[CH:32]=[CH:31][C:17]([CH:18]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:16][CH:15]=1.C(O)=O.[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]/[C:39]([OH:41])=[O:40]>C(O)C>[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]/[C:39]([OH:41])=[O:40].[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH2:5][N:28]1[CH2:27][CH2:26][N:25]([CH:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:17]2[CH:16]=[CH:15][C:14]([F:13])=[CH:32][CH:31]=2)[CH2:30][CH2:29]1

Komponenten

6

Edukt 4

HCID 284Formic AcidHCID 691752,4-DimethoxybenzaldehydeHCID 444972Fumaric AcidHCID 27789901-[(4-fluorophenyl)(phenyl)methyl]piperazine

Produkt 1

HCID 6447833Piperazine, 1-((2,4-dimethoxyphenyl)methyl)-4-((4-fluorophenyl)phenylmethyl)-, (E)-2-butenedioate (1:1)Ausbeute 30,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2,4-Dimethoxybenzaldehyde (6.65 g; 40.0 millimoles) and 10.8 g (39.9 millimoles) of 4-fluorobenzhydrylpiperazine (see German OLS 1929330) were melted in an oil bath at 120° C., and 2.3 ml (61.0 millimoles) of formic acid was added dropwise. The mixture was stirred for 1 hour under heat, and then allowed to cool to room temperature. Then, 50 ml of an ethanol solution containing 5.0 g (43.1 millimoles) of fumaric acid was added, and the precipitated crystals were collected by filtration. Recrystallization of the crystals from ethanol gave 6.5 g (yield 30.4%) of 1-(2,4-dimethoxybenzyl)-4-(4-fluorobenzhydryl)piperazine fumarate as colorless crystals.

Aufarbeitung

  1. temperatureunder heat
  2. additionwas added
  3. filtrationthe precipitated crystals were collected by filtration
  4. customRecrystallization of the crystals from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-985197c93a8d472cb1a3aed43da32666
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04663325

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