Formamidine acetate → HCID 178420872, Verbindung

HRID 926268Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 926268
Br[CH2:2][C:3]([CH:5]1[CH2:8][CH2:7][CH2:6]1)=O.C(O)(=O)C.[CH:13]([NH2:15])=[NH:14]>C(O)CO.O>[CH:5]1([C:3]2[N:14]=[CH:13][NH:15][CH:2]=2)[CH2:8][CH2:7][CH2:6]1

Komponenten

5

Edukt 2

HCID 160693Formamidine acetateHCID 110629402-Bromo-1-cyclobutylethan-1-one

Produkt 1

HCID 178420872HCID 178420872, VerbindungAusbeute 18,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 174Ethylene GlycolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

A mixture of 2-bromo-1-cyclobutylethanone (27.2 g, 154 mmol) and formamidine acetate (80.0 g, 768 mmol) in ethyleneglycol (150 mL) was heated to 135° C. for 18 h. The mixture was then diluted with H2O and then continuously extracted with Et2O for 18 h. The org. phase was then dried over Na2SO4, filtered and concentrated in vacuo. Purification by distillation in a Kugelrohr oven and flash chromatography (SiO2, DCM to DCM/MeOH 9:1) afforded the title compound (3.5 g). UPLC-MS: MS 123.1 (M+H+); UPLC rt 0.36 min.

Aufarbeitung

  1. extractioncontinuously extracted with Et2O for 18 h
  2. dry with materialphase was then dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customPurification
  6. distillationby distillation in a Kugelrohr oven and flash chromatography (SiO2, DCM to DCM/MeOH 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-82dd285b7bfa41d2a8526825813d6704
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09284331B2

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