Toluene → N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine

HRID 1707673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1707673
[C:1]([NH:5][NH:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-:14].[Na+].[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O.C(Cl)(=O)C1C=CC=CC=1>[C:10]([O:9][C:7]([NH:6][N:5]([C:22](=[O:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:1]([CH3:4])([CH3:3])[CH3:2])=[O:8])([CH3:13])([CH3:12])[CH3:11]

Komponenten

6

Edukt 3

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 3771477N'-t-Butyl(tert-butoxy)carbohydrazide

Produkt 1

HCID 15767552N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 7412Benzoyl chlorideLösungsmittel

Versuchsvorschrift

A mechanically stirred solution of N'-t-butyl-N-t-butoxycarbonylhydrazine (61 g, 0.32 mol) in toluene (120 ml) cooled in an ice bath, was treated dropwise and simultaneously with 50% sodium hydroxide (31 g) in water (50 ml) and benzoyl chloride (45 g). The addition was complete in 20 minutes and the resulting mixture was warmed to room temperature and allowed to stir for one hour. The resulting white solid was filtered, washed with water and air dried to afford 94 g of N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine, m.p. 167°-170° C.

Aufarbeitung

  1. additionThe addition
  2. filtrationThe resulting white solid was filtered
  3. washwashed with water and air
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f86167e8954f403980bfc3f44b8670d3
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05354762

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