Triphenylphosphine → 3-[3-(1-Triphenylmethyl-imidazol-4-yl)-propyl]-5-methyl-5-naphthalen-1-yl-imidazolidin-2,4-dione

HRID 1934812Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1934812
[CH3:1][C:2]1([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[CH:11][CH:10]=2)[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[C:19]1([C:25]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[N:26]2[CH:30]=[C:29]([CH2:31][CH2:32][CH2:33]O)[N:28]=[CH:27]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[C:41]1([C:25]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:26]2[CH:30]=[C:29]([CH2:31][CH2:32][CH2:33][N:4]3[C:3](=[O:8])[C:2]([CH3:1])([C:9]4[C:18]5[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=5)[CH:12]=[CH:11][CH:10]=4)[NH:6][C:5]3=[O:7])[N:28]=[CH:27]2)[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Komponenten

5

Edukt 3

HCID 11776TriphenylphosphineHCID 2405155-Methyl-5-(naphthalen-1-yl)imidazolidine-2,4-dioneHCID 108328403-(1-Trityl-1H-imidazol-4-YL)propan-1-OL

Produkt 1

HCID 224668503-[3-(1-Triphenylmethyl-imidazol-4-yl)-propyl]-5-methyl-5-naphthalen-1-yl-imidazolidin-2,4-dioneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.60 g(2.5 mmol) of 5-methyl-5-naphthalen-1-yl-imidazolidin-2,4-dione prepared in Preparation 1, 1.02 g(2.76 mmol) of 3-(1-triphenylmethyl-imidazol-4-yl)-propanol and 0.87 g(3.3 mmol) of triphenylphosphine (Ph3P) were dissolved in 50 ml of tetrahydrofuran. 0.52 ml(3.3 mmol) of diethylazodicarboxylate[DEAD] was added thereto and the resulting solution was stirred for 24 hours. Tetrahydrofuran was removed under reduced pressure and the residue was subjected to chromatography using ethyl acetate the eluent to obtain 1.17 g(Yield: 80%) of the title compound.

Aufarbeitung

  1. customTetrahydrofuran was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-79a1f4b2a9b14750a3a80e5c5b531252
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06384061B1

Notizen zur Reaktion

Wird geladen…