Phosphorus oxychloride → HCID 817777, compound

HRID 1088297Notes

Reaction equation

HRID 1088297 reaction equation
[CH3:1][C:2]([C:5]1[N:10]=[C:9](O)[C:8]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][N:6]=1)([CH3:4])[CH3:3].P(Cl)(Cl)([Cl:20])=O>>[CH3:1][C:2]([C:5]1[N:10]=[C:9]([Cl:20])[C:8]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][N:6]=1)([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178470732HCID 178470732, compound

Product 1

HCID 817777HCID 817777, compound

Procedure

Phosphorus oxychloride (30 cm3) was added portionwise to ethyl 2-[2-(1,1-dimethylethyl)-4-hydroxypyrimidin-5-yl]-acetate (15.0 g). An exothermic reaction occurred and the resultant mixture was poured onto ice. After neutralisation with sodium carbonate the mixture was extracted with ethyl acetate and the extracts washed with water and dried over anhydrous magnesium sulphate. Removal of the solvent by evaporation under reduced pressure yielded ethyl 2-[2-(1,1-dimethylethyl)-4-chloropyrimidin-5-yl]acetate (11.35 g, oil, solidified on standing, m.p 42°-44° C.).

Workup

  1. customAn exothermic reaction
  2. extractionAfter neutralisation with sodium carbonate the mixture was extracted with ethyl acetate
  3. washthe extracts washed with water
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customRemoval of the solvent
  6. customby evaporation under reduced pressure

Sources & evidence

ORD record
ord-ea6d2796875d447b9d13c7e36cbc2662
Source dataset
uspto-grants-1990_10
Patent number
US04962109

Reaction notes

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