Реакция #3074

ord-eddefb32d5b447c197ab4f1fb15647c7

Уравнение реакции

Cc1ccc(C(=O)NCCCC#N)cc1Br
amide
Cc1ccc(C(=O)NCCCC#N)cc1Br
N-(3-cyanopropyl)-(3'-bromo-4'-methylphenyl)carboxamide
C[Si](C)(C)N=[N+]=[N-]
TMSN3
c1ccc(P(c2ccccc2)c2ccccc2)cc1
PPh3
CCOC(=O)/N=N/C(=O)OCC
DEAD
[Na+].[OH-]
NaOH
Cc1ccc(-c2nnn[nH]2)cc1Br
5-(3'-bromo-4'-methylphenyl)tetrazole

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеconcentrated
  2. 2
    Экстракцияprocessing by extraction

Методика

A solution of 1.0 mmol of this amide, 4.0 mmol of TMSN3, 4.0 mmol of PPh3, and 4.0 mmol of DEAD in 4 mL of THF at 0° C. was stirred 24 h and then concentrated. The residue was mixed with 5 mL of THF and 12.0 mmol of 1N NaOH. After stirring for 24 h and processing by extraction, 5-(3'-bromo-4'-methylphenyl)tetrazole was obtained.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05731432uspto-grants-1998_03