Sodium Carbonate → HCID 18332948, compound

HRID 2269746Notes

Reaction equation

HRID 2269746 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:24]([O:31][C:32](Cl)=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C1COCC1.O>[CH2:24]([O:31][C:32]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1)=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 18333055HCID 18333055, compound

Product 1

HCID 18332948HCID 18332948, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of ethyl 7-amino-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylate (2.0 g) in THF(40 ml) was added aqueous sodium carbonate (4.5 g in 40 ml) and cooled, to which benzylchloroformate (1.8 ml) was added dropwise. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried, and concentrated. The precipitated crystals were washed with hexane to obtain the entitled compound (3.07 g).

Workup

  1. additionwas added dropwise
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  4. customdried
  5. concentrationconcentrated
  6. washThe precipitated crystals were washed with hexane

Sources & evidence

ORD record
ord-5ce3398c33dc45069e08879f56f6a0e1
Source dataset
uspto-grants-2001_12
Patent number
US06329389B1

Reaction notes

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