p-Toluenesulfonic acid monohydrate → 2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole

HRID 1072717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072717
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][NH2:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30](=O)[CH2:31][CH2:32][C:33](=O)[CH3:34])=[CH:26][CH:25]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:16]([O:23][C:24]1[CH:25]=[CH:26][C:27]([C:30]2[N:15]([CH2:14][CH2:13][CH2:12][C:9]3[CH:8]=[CH:7][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:11][CH:10]=3)[C:33]([CH3:34])=[CH:32][CH:31]=2)=[CH:28][CH:29]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Komponenten

5

Edukt 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 223875251-(4-Benzyloxyphenyl)-1,4-pentanedioneHCID 223875943-(4-Pentylphenyl)propylamine

Produkt 1

HCID 697319892-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrroleAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3-(4-pentylphenyl)propylamine (1.8 g, 8.8 mmol) and 1-(4-benzyloxyphenyl)-1,4-pentanedione (2.43 g, 8.7 mmol) and p-toluenesulfonic acid monohydrate (200 mg) in toluene (30 ml) was refluxed for 12 hours under heating and the solvent was removed under reduced pressure. The residue was silica gel chromatography (hexane:ethyl acetate=9:1) to give the object compound as an oily substance. 2.99 g, (yield 75%)

Aufarbeitung

  1. temperatureunder heating
  2. customthe solvent was removed under reduced pressure
  3. customto give the object compound as an oily substance

Quellen und Nachweise

ORD-Eintrag
ord-c144258e8dda474c9e606f86eae67055
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911468B2

Notizen zur Reaktion

Wird geladen…