Ammonium formate → tert-butyl N-hydroxy-N-(2-methylpropyl)carbamate

HRID 976630

Reaktionsgleichung

Reaktionsgleichung von HRID 976630
C([O-])=O.[NH4+].[C:5]([O:9][C:10](=[O:24])[N:11]([O:16]CC1C=CC=CC=1)[CH2:12][CH:13]([CH3:15])[CH3:14])([CH3:8])([CH3:7])[CH3:6]>[Pd].C(O)C>[OH:16][N:11]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:10](=[O:24])[O:9][C:5]([CH3:6])([CH3:7])[CH3:8]

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 19967428tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate2×

Produkt 1

HCID 19967442tert-butyl N-hydroxy-N-(2-methylpropyl)carbamateAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Ammonium formate (7.9 g, 125 mmol) and 10% palladium on carbon (2 g) were added to a solution of tert-butyl-N-benzyloxy-N-(2-methylpropyl)carbamate (Compound 54 Part B, 6.27 g, 22.4 mmol) in ethanol (100 mL). The reaction mixture was stirred at ambient temperature for 5 hours then concentrated under vacuum at 50° C. The residue was taken up in methylene chloride, washed with water, dried with magnesium sulfate and then concentrated to provide 4.2 g of tert-butyl N-hydroxy-N-(2-methylpropyl)carbamate as a yellow oil.

Aufarbeitung

  1. concentrationthen concentrated under vacuum at 50° C
  2. washwashed with water
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f0ababa71772444b91273ae6bc67f214
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05612377

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