Sodium Bicarbonate → HCID 19832719, compound

HRID 2051125Notes

Reaction equation

HRID 2051125 reaction equation
[Cl:1][C:2]1[C:3](C(OCC)=O)=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[CH:10]=1.C(=O)([O-])O.[Na+]>O.S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[CH:10]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 19832724HCID 19832724, compound

Product 1

HCID 19832719HCID 19832719, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

To a suspension of 0.20 g of ethyl 2-chloropyrolo [1,2-a]pyridin-1-carboxylate in 10 ml of water, 1.5 ml of sulfuric acid is added and refluxed for 3 hours. After cooling, the mixture is neutralized with an aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract is dried on anhydrous sodium sulfate and distilled to remove ethyl acetate. The residue is purified by silica gel chromatography (eluent: ethyl acetate-hexane) to give crystals of the title compound

Workup

  1. additionis added
  2. temperaturerefluxed for 3 hours
  3. temperatureAfter cooling
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract is dried on anhydrous sodium sulfate
  6. distillationdistilled
  7. customto remove ethyl acetate
  8. customThe residue is purified by silica gel chromatography (eluent: ethyl acetate-hexane)

Sources & evidence

ORD record
ord-2e9a5bd495fc452a9e1b7e0f0b1a5948
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

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