Hydrochloric Acid → N'-methyl(tert-butoxy)carbohydrazide

HRID 1461879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1461879
[CH3:1][C:2]([CH3:20])([O:4][C:5]([NH:7][N:8](C(OCC1C=CC=CC=1)=O)[CH3:9])=[O:6])[CH3:3].Cl>CO.[Pd]>[CH3:1][C:2]([CH3:20])([O:4][C:5]([NH:7][NH:8][CH3:9])=[O:6])[CH3:3]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 110332501-Benzyl 2-tert-butyl 1-methylhydrazine-1,2-dicarboxylate

Produkt 1

HCID 15671306N'-methyl(tert-butoxy)carbohydrazideAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-[(1,1-dimethylethoxy)carbonyl]-2-[(phenylmethoxy)carbonyl]-2-methylhydrazine (15.0 g, 53. mmole) in 100 ml of methanol containing 4.9 ml of concentrated hydrochloric acid was hydrogenated at 1 atm in the presence of 3.0 g of 10% palladium-on-charcoal catalyst for 1 hour. The catalyst was filtered and the solvents were removed in vacuo. The residue was dissolved in water, the pH adjusted to 8.0 with sodium hydroxide and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and evaporated to give 5.6 g of the title compound as a colorless solid, m.p. 50° C.

Aufarbeitung

  1. filtrationThe catalyst was filtered
  2. customthe solvents were removed in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a0c5cdcdbb184738b2033ac1bae4d638
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05077432

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