Hydrochloric Acid → 6-(Tert-butoxycarbonylamino)norbornane-2-carboxylic acid

HRID 75047Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 75047
[C:1]([O:5][C:6]([N:8](C(=O)C(OCC)=O)[CH:9]1[CH:14]2[CH2:15][CH:11]([CH2:12][CH:13]2[C:16]([O:18]C)=[O:17])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH:14]2[CH2:15][CH:11]([CH2:12][CH:13]2[C:16]([OH:18])=[O:17])[CH2:10]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67286117Methyl 6-[tert-butoxycarbonyl-(2-ethoxy-2-oxo-acetyl)amino]norbornane-2-carboxylate

Produkt 1

HCID 672859386-(Tert-butoxycarbonylamino)norbornane-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 6-[tert-butoxycarbonyl-(2-ethoxy-2-oxo-acetyl)amino]norbornane-2-carboxylate, 72f, (0.80 g, 2.17 mmol) in methanol (20 mL) was added NaOH (4.33 mL of 2N solution, 8.66 mmol) at room temperature. The reaction mixture was stirred overnight. The mixture was diluted into 0.5 N HCl in ice, and extracted twice with EtOAc. The combined organic phases were dried (Na2SO4), filtered and concentrated in vacuo to afford 600 mg of desired product that was used without further purification.

Aufarbeitung

  1. extractionextracted twice with EtOAc
  2. dry with materialThe combined organic phases were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-906f4ef20f494d3b8c72e92acece46e4
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829007B2

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