Hydrochloric Acid → Methyl 4-hydrazinyl-2-methoxybenzoate hydrochloride

HRID 1799428

Reaktionsgleichung

Reaktionsgleichung von HRID 1799428
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:13](C(OC(C)(C)C)=O)[NH2:14])[CH:6]=[CH:7][C:8]=1[C:9]([O:11][CH3:12])=[O:10].[ClH:22]>O1CCOCC1>[ClH:22].[NH:13]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:3]([O:2][CH3:1])[CH:4]=1)[NH2:14]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 57437909Tert-butyl 1-(3-methoxy-4-(methoxycarbonyl)phenyl)hydrazinecarboxylate2×

Produkt 1

HCID 57437908Methyl 4-hydrazinyl-2-methoxybenzoate hydrochlorideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

tert-butyl 1-(3-methoxy-4-(methoxycarbonyl)phenyl)hydrazinecarboxylate (Intermediate #112) (4.86 g, 16.40 mmol) was added to a 4M solution of hydrogen chloride (61.5 mL, 246 mmol) in dioxane. The resulting solution was stirred at 20° C. for 5 hours. The reaction mixture was evaporated to dryness and the crude residue was triturated with Et2O to give a solid which was collected by filtration and dried under vacuum to give methyl 4-hydrazinyl-2-methoxybenzoate hydrochloride (3.50 g, 92%) as a pale green solid.

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. customthe crude residue was triturated with Et2O
  3. customto give a solid which
  4. filtrationwas collected by filtration
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1fe723a25f7843b49a403e46b33821db
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344016B2

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