StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

[3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol → 3-Methyl-5-(1-methyl-1H-tetrazol-5-yl)aniline

HRID 2059661
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2059661
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:14]O)[CH:5]=[C:6]([C:8]2[N:12]([CH3:13])[N:11]=[N:10][N:9]=2)[CH:7]=1>CO.Cl.[Pd]>[CH3:14][C:4]1[CH:3]=[C:2]([NH2:1])[CH:7]=[C:6]([C:8]2[N:12]([CH3:13])[N:11]=[N:10][N:9]=2)[CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 1

HCID 22252683[3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol

Produkt 1

HCID 222526843-Methyl-5-(1-methyl-1H-tetrazol-5-yl)anilineAusbeute 77,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidKatalysatorHCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of [3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol (450 mg) in MeOH (20 ml) with a few drops of conc. HCl (aq) was hydrogenated on a H-cube apparatus at 30° C., and 10 bar with a flow rate of 1 mL/min using a Pd/C cartridge. After reaction completion, the mixture was concentrated in vacuum and the residue basified with a dilute K2CO3(aq). This was extracted with EtOAc and the organic layer was separated, dried and concentrated in vacuum. The residue was purified by flash chromatography (98:2 DCM:MeOH) to give the title compound (320 mg).

Aufarbeitung

  1. customwas hydrogenated on a H-cube apparatus at 30° C.
  2. customAfter reaction completion
  3. concentrationthe mixture was concentrated in vacuum
  4. extractionThis was extracted with EtOAc
  5. customthe organic layer was separated
  6. customdried
  7. concentrationconcentrated in vacuum
  8. customThe residue was purified by flash chromatography (98:2 DCM:MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-7653519ef26b422c8df0029d6b1eea80
Quelldatensatz
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08278302B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion