反応 #40954

ord-4c3f16b0bb0c482b95c193d01b240bd6

反応方程式

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
収率 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
収率 98.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONwas added
  2. 2
    抽出the mixture was extracted with ethyl acetate
  3. 3
    乾燥The organic phase was dried (Na2SO4)
  4. 4
    ろ過filtered
  5. 5
    その他evaporated
  6. 6
    その他the crude was purified by flash chromatography with petroleum ether-ethyl acetate (7-3)

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07727988B2uspto-grants-2010_06