Hydrochloric Acid → HCID 178469469, compound

HRID 1194550Notes

Reaction equation

HRID 1194550 reaction equation
Cl.[CH2:2]1O[C:5]([C:9]2[CH:10]=[N:11][C:12]3[CH2:13][CH2:14][C:15](=[O:20])[CH2:16][C:17]=3[C:18]=2[OH:19])([O:6]CC)[O:4][CH2:3]1.[OH-].[Na+]>C(O)C>[OH:19][C:18]1[C:17]2[CH2:16][C:15](=[O:20])[CH2:14][CH2:13][C:12]=2[N:11]=[CH:10][C:9]=1[C:5]([O:4][CH2:3][CH3:2])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178465764HCID 178465764, compound

Product 1

HCID 178469469HCID 178469469, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 2N HCl (50 mL) and ethanol (200 mL), ethyl 4-hydroxy-6-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate ethylene ketal (10.0 g) is added. Resultant suspension is stirred at room temperature for 24 hours under nitrogen atmosphere. The reaction mixture is neutralized with NaOH and concentrated to remove most of ethanol. The resulting precipitate is collected, washed with water, air dried, then dried in a vacuum oven at 80° to yield ethyl 4-hydroxy-6-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate.

Workup

  1. additionis added
  2. concentrationconcentrated
  3. customto remove most of ethanol
  4. customThe resulting precipitate is collected
  5. washwashed with water, air
  6. customdried
  7. customdried in a vacuum oven at 80°

Sources & evidence

ORD record
ord-5b45299ad76f4eaca09d4114e5043082
Source dataset
uspto-grants-1989_03
Patent number
US04814450

Reaction notes

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