Hydrochloric Acid → HCID 68637004, compound

HRID 641135Notes

Reaction equation

HRID 641135 reaction equation
C[O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]2[O:15][CH:16]=[CH:17][C:6]=12)=[O:4].[OH-].[Na+].Cl>CO>[O:15]1[C:7]2=[N:8][C:9]3[C:14]([C:5]([C:3]([OH:4])=[O:2])=[C:6]2[CH:17]=[CH:16]1)=[CH:13][CH:12]=[CH:11][CH:10]=3

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70902591Methyl furo[2,3-b]quinoline-4-carboxylate

Product 1

HCID 68637004HCID 68637004, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.0 g (4.3 mmol) Methyl-furo[2,3-b]quinoline-4-carboxylate 6, 12 ml methanol and 60 mL 1N NaOH was heated at reflux for 75 minutes. After cooling the solution was acidified with 4N HCl to pH ˜1-2, whereupon a solid precipitated. Then the reaction mixture was extracted with 200 mL diethylether. The organic layer was separated and extracted now with 150 mL of a sodium bicarbonate solution (5%), wich was acidified another time with 4N HCl to give the product 7 as a crystalline solid. The precipitate was filtered and dried under vacuum to give 760 mg of 7.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 75 minutes
  3. temperatureAfter cooling the solution
  4. customprecipitated
  5. extractionThen the reaction mixture was extracted with 200 mL diethylether
  6. customThe organic layer was separated
  7. extractionextracted now with 150 mL of a sodium bicarbonate solution (5%), wich

Sources & evidence

ORD record
ord-1d2f8cd42f45483194e5375786203540
Source dataset
uspto-grants-2010_04
Patent number
US07695980B2

Reaction notes

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