Propargyl bromide → 1-(Prop-2-yn-1-yl)imidazolidin-2-one

HRID 1170426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1170426
[CH2:1]1[NH:6][C:4](=[O:5])[NH:3][CH2:2]1.[CH2:7]([Li])[CH2:8][CH2:9]C.CCCCCC.BrCC#C.S(=O)(=O)(O)[O-].[K+]>O1CCCC1>[CH2:9]([N:3]1[CH2:2][CH2:1][NH:6][C:4]1=[O:5])[C:8]#[CH:7]

Komponenten

6

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a suspension of ethylene urea (592 mg, 6.88 mmol) in tetrahydrofuran (15 mL) was added dropwise butyl lithium/hexane solution (2.7 mL, 13.6 mmol) at 0° C. under nitrogen. Thereto was added 3-bromopropyne (410 mg, 6.88 mmol), and the mixture was stirred at 60° C. for 3 hours. Thereto was added 5% aqueous potassium bisulfate solution, and the mixture was extracted with ethyl acetate, dried over magnesium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography (ethyl acetate/hexane 1/1) to give the titled compound (202 mg, 24%).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customthe residue was purified by silica gel chromatography (ethyl acetate/hexane 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-e8b54dab38d047f7b31bfa9daba23259
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07825155B2

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