Water → HCID 178497602, Verbindung

HRID 337378

Reaktionsgleichung

Reaktionsgleichung von HRID 337378
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)#[N:2].Cl.C(N(CC)CC)C.[N-:21]=[N+:22]=[N-:23].[Na+].O>C1(C)C=CC=CC=1>[NH:21]1[C:1]([C:3]2[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=2)=[N:2][N:23]=[N:22]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 70791Methyl 4-cyanobenzoate

Produkt 1

HCID 178497602HCID 178497602, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

1.16 g (10 mmol) of methyl 4-cyanobenzoate, 2.06 g (15 mmol) of triethylamine hydrochloride and 0.98 g (15 mmol) of sodium azide in toluene (20 ml) was allowed to react at 100° C. for 16 hours, and after cooling to room temperature, water (20 ml) was added, and the reaction solution was allowed to separate. Concentrated hydrochloric acid was added to the aqueous layer, and the precipitated colorless solid was collected by filtration through a Kiriyama funnel and dried under reduced pressure to obtain methyl 4-(1H-tetrazol-5-yl)benzoate (1.96 g, yield 96%).

Aufarbeitung

  1. customto react at 100° C. for 16 hours
  2. customto separate
  3. additionConcentrated hydrochloric acid was added to the aqueous layer
  4. filtrationthe precipitated colorless solid was collected by filtration through a Kiriyama funnel
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-22dbf1ff3bc84e5ea39efa4f046eef76
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889732B2

Verknüpfte Notizen

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