Tert-butyl 2-nitrobenzoate → tert-Butyl 2-aminobenzoate

HRID 2164681Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2164681
[N+:1]([C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7]

Komponenten

4

Edukt 1

HCID 4860715Tert-butyl 2-nitrobenzoate

Produkt 1

HCID 3430448tert-Butyl 2-aminobenzoateAusbeute 887,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 2-nitrobenzoate (2.1 g.) in methanol (200 ml.) was hydrogenated over palladium-carbon (2 g.) with shaking at atmospheric pressure and room temperature for 3.5 hours. The reaction mixture was filtered to remove the catalyst and then evaporated. To the residue were successively added diethyl ether and an aqueous solution of sodium chloride followed by shaking. The organic layer was separated, dried over magnesium sulfate, treated with activated charcoal and then evaporated to give an oil of the title compound (16.13 g.).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. customevaporated
  4. stirringby shaking
  5. customThe organic layer was separated
  6. dry with materialdried over magnesium sulfate
  7. additiontreated with activated charcoal
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6574e45b1c90479882da78f4532fb22a
Quelldatensatz
uspto-grants-1985_03
Patentnummer
US04506076

Notizen zur Reaktion

Wird geladen…