Reaktion #40954

ord-4c3f16b0bb0c482b95c193d01b240bd6

Reaktionsgleichung

O
water
O=C(c1ccccc1)n1c(=O)[nH]cc(I)c1=O
3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione
O=C([O-])[O-].[K+].[K+]
K2CO3
ClCCCCBr
1-bromo-4-chloro-butane
O=C(c1ccccc1)n1c(=O)c(I)cn(CCCCCl)c1=O
title compound
Ausbeute 98.0%
O=C(c1ccccc1)n1c(=O)c(I)cn(CCCCCl)c1=O
3-Benzoyl-1-(4-chloro-butyl)-5-iodo-1H-pyrimidine-2,4-dione
Ausbeute 98.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    Extraktionthe mixture was extracted with ethyl acetate
  3. 3
    TrocknenThe organic phase was dried (Na2SO4)
  4. 4
    Filtrationfiltered
  5. 5
    Sonstigeevaporated
  6. 6
    Sonstigethe crude was purified by flash chromatography with petroleum ether-ethyl acetate (7-3)

Vorschrift

3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione (Prep36, 2.5 g, 7.3 mmol), K2CO3 (1 g, 7.3 mmol) and 1-bromo-4-chloro-butane (2.10 mL, 18 mmol) were suspended in dry DMF (10 mL). After stirring the reaction at room temperature overnight, water was added and the mixture was extracted with ethyl acetate. The organic phase was dried (Na2SO4), filtered and evaporated; the crude was purified by flash chromatography with petroleum ether-ethyl acetate (7-3) to give the title compound as a white solid (3 g, 98% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07727988B2uspto-grants-2010_06