phenylmethyl 1-[N-(morpholine-4-carbonyl)amino]cyclohexanecarboxylate → 1-(Morpholine-4-carboxamido)cyclohexanecarboxylic acid

HRID 1698425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1698425
[N:1]1([C:7]([NH:9][C:10]2([C:16]([O:18]CC3C=CC=CC=3)=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>CO.[Pd]>[N:1]1([C:7]([NH:9][C:10]2([C:16]([OH:18])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 17851014phenylmethyl 1-[N-(morpholine-4-carbonyl)amino]cyclohexanecarboxylate

Produkt 1

HCID 115071371-(Morpholine-4-carboxamido)cyclohexanecarboxylic acidAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In methanol was suspended 151 g (452 mmol) of phenyl-methyl 1-[N-(morpholine-4-carbonyl)amino]cyclohexane-carboxylate, 15 g of 5% palladium-active carbon was added to the suspension and the mixture was stirred under hydrogen stream at room temperature overnight. After removing the catalyst by filtration, the catalyst was washed three times with a mixed solvent of chloroform-methanol, and the organic layers were combined and the solvent was distilled off under reduced pressure to obtain 112 g (Yield: 100%) of the title compound.

Aufarbeitung

  1. additionwas added to the suspension
  2. customAfter removing the catalyst
  3. filtrationby filtration
  4. washthe catalyst was washed three times with a mixed solvent of chloroform-methanol
  5. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4324349418f64462ae875e7860bbd20e
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163943B2

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