(3-(Benzyloxy)phenyl)hydrazine hydrochloride → HCID 118497040, Verbindung

HRID 522153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 522153
[C:1](/[CH:3]=[C:4](\[O-])/[C:5]([O:7][CH2:8][CH3:9])=[O:6])#[N:2].[K+].Cl.[CH2:13]([O:20][C:21]1[CH:22]=[C:23]([NH:27][NH2:28])[CH:24]=[CH:25][CH:26]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[NH2:2][C:1]1[N:27]([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([O:20][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:22]=2)[N:28]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=1

Komponenten

4

Edukt 2

HCID 12891839(3-(Benzyloxy)phenyl)hydrazine hydrochlorideHCID 20619185Potassium 1-cyano-3-ethoxy-3-oxoprop-1-en-2-olate

Produkt 1

HCID 118497040HCID 118497040, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of potassium (Z)-1-cyano-3-ethoxy-3-oxoprop-1-en-2-olate (3.73 g, 20.82 mmol) in ethanol (100 mL) was added (3-(benzyloxy)phenyl)hydrazine hydrochloride (Preparation 61, 5.22 g, 20.82 mmol) and the reaction was heated at reflux for 24 hours. The reaction was cooled to room temperature, the solid was filtered and the filtrate was concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 20-40% EtOAc in heptanes to afford the title compound (4.76 g, 68%).

Aufarbeitung

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 24 hours
  3. filtrationthe solid was filtered
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was purified
  6. washeluting with 20-40% EtOAc in heptanes

Quellen und Nachweise

ORD-Eintrag
ord-323b9740eee740beb221ff9e552b5e5d
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09328096B2

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