Reaktion #50914

ord-59162576c1e84dd196e6a54b89f40050

Reaktionsgleichung

CC(C)(C)OC(=O)N(NC(=O)C(F)(F)F)c1cccc(C#N)c1
crude product 402
CC(C)(C)OC(=O)N(NC(=O)C(F)(F)F)c1cccc(C#N)c1
tert-Butyl 2-(3-cyanophenyl)-3-(2,2,2-trifluoroacetyl)carbazate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CCCI
1-iodopropane
→
CCCN(C(=O)C(F)(F)F)N(C(=O)OC(C)(C)C)c1cccc(C#N)c1
403
Ausbeute 100.0%
CCCN(C(=O)C(F)(F)F)N(C(=O)OC(C)(C)C)c1cccc(C#N)c1
tert-Butyl 2-(3-cyanophenyl)-3-propyl-3-(2,2,2-trifluoracetyl)carbazate
Ausbeute 100.0%

Edukte

CC(C)(C)OC(=O)N(NC(=O)C(F)(F)F)c1cccc(C#N)c1
crude product 402
CC(C)(C)OC(=O)N(NC(=O)C(F)(F)F)c1cccc(C#N)c1
tert-Butyl 2-(3-cyanophenyl)-3-(2,2,2-trifluoroacetyl)carbazate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CCCI
1-iodopropane

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

5.0 g (15.19 mmol) of the crude product 402 are treated with 7.42 g (22.77 mmol) of cesium carbonate in 100 ml of DMF under a nitrogen atmosphere. After 30 min, 3.87 ml (22.77 mmol) of 1-iodopropane are slowly added dropwise and the mixture is then stirred at RT for 18 h. After customary work-up, 5.64 g (100%) of 403 are thus obtained as an oil, which is employed directly in stage 4.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06849626B2uspto-grants-2005_02