Acetamidine monohydrochloride → HCID 136043557, Verbindung

HRID 1742023

Reaktionsgleichung

Reaktionsgleichung von HRID 1742023
Cl.[C:2]([NH2:5])(=[NH:4])[CH3:3].[F:6][C:7]([F:20])([C:16]([F:19])([F:18])[F:17])[C:8]([CH2:10][C:11](OCC)=[O:12])=O>CCO>[CH3:3][C:2]1[NH:5][C:11](=[O:12])[CH:10]=[C:8]([C:7]([F:6])([F:20])[C:16]([F:17])([F:18])[F:19])[N:4]=1

Komponenten

4

Edukt 2

HCID 67170Acetamidine monohydrochlorideHCID 522203Ethyl 4,4,5,5,5-Pentafluoro-3-oxovalerate

Produkt 1

HCID 136043557HCID 136043557, VerbindungAusbeute 52,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of Na (2.3 g, 0.1 mol) in EtOH (125 mL) was mixed with acetamidine hydrochloride (4.72 g, 50 mmol) and the reaction mixture was stirred for 15 min. Ethyl pentafluoropropionylacetate (11.7 g, 50 mmol) was added and the reaction mixture was refluxed for 6 h. The solvent was removed in vacuo, and the residue was taken up in H2O and acidified with dilute HCl to pH 2. The aqueous solution was extracted with EtOAc and the organic layer was dried over Na2SO4, then evaporated to afford 6 g of a yellowish solid. The crude product was purified by flash chromatography (CHCl3 containing MeOH 0% to 4%) to provide 2 g (17.5% yield) of a solid.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 6 h
  2. customThe solvent was removed in vacuo
  3. extractionThe aqueous solution was extracted with EtOAc
  4. dry with materialthe organic layer was dried over Na2SO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-74bdcbd4ca6548bdb9315a916f76d485
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05336677

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