Hydrochloric Acid → HCID 178469469, compound

HRID 1905699Notes

Reaction equation

HRID 1905699 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-091286feb5724b138e42f6d4a8fa1e9a
Source dataset
uspto-grants-1987_03
Patent number
US04647566

Reaction notes

Loading…