Reaktion #534410

Reaktionsgleichung

5-phenyl-1H-tetrazole

Triethylamine

chlorotriphenylmethane

→

5-phenyl-1-trityl-1H-tetrazole

Ausbeute 94.1%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethat had been purged
2. 2
   Temperaturmaintained with an inert atmosphere of nitrogen
3. 3
   FiltrationThe solids were collected by filtration
4. 4
   Waschenthe filtrate cake was washed with cold EtOAc (1×100 mL) and water (3×300 mL)
5. 5
   SonstigeThe solids were dried under reduced pressure

Vorschrift

A solution of 5-phenyl-1H-tetrazole (50.0 g, 342.1 mmol, 1.0 equiv) in DCM (dried) (150 mL) was placed in a flask that had been purged and maintained with an inert atmosphere of nitrogen. Triethylamine (45.0 g, 444.7 mmol, 1.30 equiv) at 0° C. was added to the mixture, followed by the addition of chlorotriphenylmethane (100.0 g, 358.7 mmol, 1.1 equiv) in several batches at 0° C. The resulting solution was stirred for 3 hours at room temperature. The solids were collected by filtration, and the filtrate cake was washed with cold EtOAc (1×100 mL) and water (3×300 mL). The solids were dried under reduced pressure to yield 5-phenyl-1-trityl-1H-tetrazole (125 g) as a white solid. ES m/z: [M+H]+ calcd for C26H20N4, 389.1, found 389.1.

Quelle