Reaktion #2342715

Reaktionsgleichung

AIBN

N-Triphenylmethyl-5-(4-fluoro-4'-methyl-biphen-2-yl)tetrazole

N-bromosuccinimide

→

N-Triphenylmethyl-5-(4-fluoro-4'-bromomethyl-biphen-2-yl)tetrazole

Lösungsmittel

CCl4

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated
2. 2
   Temperaturto reflux (105°-115°) under N2
3. 3
   Temperaturthe reaction was cooled
4. 4
   Filtrationfiltered through a cotton
5. 5
   Sonstigeto remove the succinimide
6. 6
   Sonstigeformed
7. 7
   SonstigeThe solvent was removed
8. 8
   WaschenThe reaction was washed with 1N NaOH and brine
9. 9
   TrocknenThe organic solution was dried over anhydrous MgSO4
10. 10
    Filtrationfiltered
11. 11
    Einengenconcentrated in vacuo
12. 12
    Sonstigeto afford the product

Vorschrift

To a solution of N-Triphenylmethyl-5-(4-fluoro-4'-methyl-biphen-2-yl)tetrazole (454.4 mg; 0.9161 mmol) in dry CCl4 (8 mL) was added N-bromosuccinimide (179.2 mg; 1.1 eq) and a catalytic amount of AIBN. The reaction was heated to reflux (105°-115°) under N2. After 3 hrs. the reaction was cooled and filtered through a cotton plugged pipet to remove the succinimide formed. The solvent was removed and replaced by EtOAc/Et2O. The reaction was washed with 1N NaOH and brine. The organic solution was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford the product. The crude product was used in the next reaction.

Quelle