p-Chlorophenacyl bromide → HCID 9971656, Verbindung

HRID 586628

Reaktionsgleichung

Reaktionsgleichung von HRID 586628
[CH2:1]([C:8]1[CH2:12][CH2:11][CH2:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](=O)[CH2:19]Br)=[CH:16][CH:15]=1.C([O-])(O)=O.[Na+]>CO>[Cl:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]2[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:8]3[N:9]([CH2:10][CH2:11][CH2:12]3)[CH:19]=2)=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 68303p-Chlorophenacyl bromideHCID 2240185-benzyl-3,4-dihydro-2H-pyrroleHCID 516892Sodium Bicarbonate

Produkt 1

HCID 9971656HCID 9971656, VerbindungAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

(according to Laufer et al. J. Med. Chem. 1994, 37, 1894-1897) 2-Benzyl-1-pyrroline (Example 1 a, 19.8 g, 80% strength, 0.1 mol), dissolved in MeOH (300 ml) is treated with 4-chlorophenacyl bromide (23,4 g, 0.1 mol) and then with NaHCO3 (10 g, 0.12 mol) and stirred at RT for 16 h with exclusion of light. Precipitated crystallizate is filtered off with suction and washed with MeOH. 16.4 g (56%) of product are obtained after drying.

Aufarbeitung

  1. customPrecipitated crystallizate
  2. filtrationis filtered off with suction
  3. washwashed with MeOH

Quellen und Nachweise

ORD-Eintrag
ord-b702cea50b074740a8db945044aa7d56
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936632B2

Verknüpfte Notizen

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