Phosphorus oxychloride → HCID 817777, compound

HRID 1085697Notes

Reaction equation

HRID 1085697 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, mp. 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-73540b061b744b2f92eaa2bd2d149b92
Source dataset
uspto-grants-1991_04
Patent number
US05010200

Reaction notes

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