Benzyl 4-(2-hydrazino-2-oxoethoxy)benzoate → 4-(2-Hydrazino-2-oxoethoxy)benzoic acid

HRID 642081

Reaktionsgleichung

Reaktionsgleichung von HRID 642081
[NH:1]([C:3](=[O:22])[CH2:4][O:5][C:6]1[CH:21]=[CH:20][C:9]([C:10]([O:12]CC2C=CC=CC=2)=[O:11])=[CH:8][CH:7]=1)[NH2:2]>CC(O)=O.[Pd]>[NH:1]([C:3](=[O:22])[CH2:4][O:5][C:6]1[CH:21]=[CH:20][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)[NH2:2]

Komponenten

4

Edukt 1

HCID 9922354Benzyl 4-(2-hydrazino-2-oxoethoxy)benzoate

Produkt 1

HCID 98558384-(2-Hydrazino-2-oxoethoxy)benzoic acidAusbeute 43,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

In an Parr autoclave, a solution of benzyl 4-(2-hydrazino-2-oxoethoxy)benzoate (400 mg, 1.3 mmol) and a catalytic amount Pd/C in AcOH (25 mL) was stirred under hydrogen pressure (5 Bars) at rt for 45 min. After filtration over celite, the filtrate was evaporated off. The residue was taken up in MeOH and a beige solid precipitated out. Filtration and drying under vacuo at 50° C. overnight gave the title compound as a beige solid (118 mg) in a 42% yield.

Aufarbeitung

  1. filtrationAfter filtration over celite
  2. customthe filtrate was evaporated off
  3. customa beige solid precipitated out
  4. filtrationFiltration
  5. customdrying under vacuo at 50° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-7eff46c438b449c48828ec83b8c1e2f2
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696231B2

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