Triphenylphosphine → 5-(3-Bromo-4-methylphenyl)-2H-tetrazole

HRID 2978

Reaktionsgleichung

Reaktionsgleichung von HRID 2978
C(CCC[NH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([Br:16])[CH:10]=1)=O)#N.[Si]([N:21]=[N+:22]=[N-:23])(C)(C)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O.[OH-].[Na+]>C1COCC1>[Br:16][C:11]1[CH:10]=[C:9]([C:7]2[NH:6][N:23]=[N:22][N:21]=2)[CH:14]=[CH:13][C:12]=1[CH3:15]

Komponenten

7

Edukt 5

HCID 11776TriphenylphosphineHCID 14798Sodium HydroxideHCID 78378AzidotrimethylsilaneHCID 5462977Diethyl azodicarboxylateHCID 19688418n-(3-Cyanopropyl)-(3'-bromo-4'-methylphenyl)carboxamide

Produkt 1

HCID 1784182495-(3-Bromo-4-methylphenyl)-2H-tetrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

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.

Aufarbeitung

  1. concentrationconcentrated
  2. extractionprocessing by extraction

Quellen und Nachweise

ORD-Eintrag
ord-eddefb32d5b447c197ab4f1fb15647c7
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731432

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