1-(Azidomethyl)-4-methoxybenzene → Ethyl 4-(3,4-dimethoxybenzoyl)-1H-1,2,3-triazole-5-carboxylate
Reaktionsgleichung
COC1C=CC(CN=[N+]=[N-])=CC=1.COC1C=C(C(=O)C#CC(OCC)=O)C=CC=1OC.[CH3:32][O:33][C:34]1[CH:35]=[C:36]([CH:58]=[CH:59][C:60]=1[O:61][CH3:62])[C:37]([C:39]1[N:43](CC2C=CC(OC)=CC=2)[N:42]=[N:41][C:40]=1[C:53]([O:55][CH2:56][CH3:57])=[O:54])=[O:38].COC1C=C(C=CC=1OC)C(C1N(CC2C=CC(OC)=CC=2)NNC=1C(OCC)=O)=O>C1(C)C=CC=CC=1>[CH3:32][O:33][C:34]1[CH:35]=[C:36]([CH:58]=[CH:59][C:60]=1[O:61][CH3:62])[C:37]([C:39]1[NH:43][N:42]=[N:41][C:40]=1[C:53]([O:55][CH2:56][CH3:57])=[O:54])=[O:38]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
In the same manner as in Intermediate 4, a solution of 4-methoxybenzyl azide (1.8 g) in toluene (10 ml) was added to a solution of ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butynoate (intermediate 2) (2.4 g, 9.2 mmol) in toluene (80 ml). The mixture was stirred at 100° C. for 18 hr. The reaction solution was concentrated under reduced pressure to give a mixture of ethyl 5-(3,4-dimethoxybenzoyl)-1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate and ethyl 4-(3,4-dimethoxybenzoyl)-3-(4-methoxybenzyl)-1H-1,2,3-triazole-5-carboxylate as an oil. The oil was used in the next reaction without purification.
Aufarbeitung
- concentrationThe reaction solution was concentrated under reduced pressure
- customto give
- customThe oil was used in the next reaction without purification
Quellen und Nachweise
- ORD-Eintrag
- ord-5290e9216d9249278e644035f79eca4c
- Quelldatensatz
- uspto-grants-2002_04
- Patentnummer
- US06372735B1
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