Hydrochloric Acid → HCID 66790968, compound

HRID 1510155Notes

Reaction equation

HRID 1510155 reaction equation
[CH3:1][C:2]1([CH3:16])[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:12]([O:14]C)=[O:13])[CH:6]=[CH:7][CH:8]=2)[NH:3]1.[OH-].[Na+].Cl>C1COCC1.O>[CH3:1][C:2]1([CH3:16])[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:12]([OH:14])=[O:13])[CH:6]=[CH:7][CH:8]=2)[NH:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66790218HCID 66790218, compound

Product 1

HCID 66790968HCID 66790968, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 2,2-dimethyl-1,2-dihydroquinoline-8-carboxylate (0.188 g, 0.865 mmol) in THF (5 mL) and H2O (5 mL) was added a 1N aqueous solution of sodium hydroxide (3.46 mL, 3.46 mmol). After stirring at 60° C. overnight the reaction mixture was acidified to pH 2 using 1N aqueous HCl, extracted with ethyl acetate (three times), dried over MgSO4 and concentrated under vacuum to afford the desired compound that was used without further purification.

Workup

  1. extractionextracted with ethyl acetate (three times)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-e644df07c4374c3d9e5a63a1d90c24f7
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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