Réaction #5041

ord-05c3ddf43a57421683e130c85cd4575d

Équation de réaction

CI
methyl iodide
c1ccc(COc2ccc(-c3nnn[nH]3)cc2)cc1
tetrazole
c1ccc(COc2ccc(-c3nnn[nH]3)cc2)cc1
5-(4-benzyloxyphenyl)tetrazole
CCN(C(C)C)C(C)C
DIPEA
Cn1nnc(-c2ccc(OCc3ccccc3)cc2)n1
2-methyl-5-(4-benzyloxyphenyl)-2H-tetrazole

Conditions de réaction

Température
18°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurecooled to 18° C
  2. 2
    AutreThe resulting solid was collected
  3. 3
    Lavagewashed with water
  4. 4
    Autrerecrystallized from ethanol
  5. 5
    Autredried in vacuo at 50° C.

Mode opératoire

To a stirred solution containing 337 g of the tetrazole and 362 mL of DIPEA in 1 L of NMP cooled to 18° C. under N2 was added dropwise over 1.5 hrs 200 g of methyl iodide in 170 mL NMP. After stirring an additional hour at room temperature, the reaction mixture was diluted with 340 mL of water and the reaction mixture was diluted with 340 mL of water and cooled to 18° C. The resulting solid was collected, washed with water, recrystallized from ethanol and dried in vacuo at 50° C. to give 232.3 g of 2-methyl-5-(4-benzyloxyphenyl)-2H-tetrazole.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05242924uspto-grants-1993_09