Hydrochloric Acid → HCID 18333062, compound

HRID 2269739Notes

Reaction equation

HRID 2269739 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]([C:15]([O:17]CC)=[O:16])[CH2:7]2.Cl>C1COCC1.CO>[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]([C:15]([OH:17])=[O:16])[CH2:7]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18333004HCID 18333004, compound

Product 1

HCID 18333062HCID 18333062, compoundYield 93.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1N Aqueous sodium hydroxide solution (30 ml) was added dropwise to a mixed solution of ethyl 6-chloro-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylate (7.278 g) in THF (90 ml) and methanol (60 ml) at 0° C. The reaction mixture was stirred at room temperature for 18 hours. 1N Hydrochloric acid (30 ml) was added dropwise to the reaction mixture at 0° C., which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried and concentrated. The obtained crude crystals were washed with diethyl ether to obtain the entitled compound (6.06 g).

Workup

  1. extractionwhich was extracted with ethyl acetate
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  3. customdried
  4. concentrationconcentrated
  5. customThe obtained crude crystals
  6. washwere washed with diethyl ether

Sources & evidence

ORD record
ord-0023fd3f90b34fd1b2256bc7775b62d5
Source dataset
uspto-grants-2001_12
Patent number
US06329389B1

Reaction notes

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