Hydrochloric Acid → HCID 12802755, compound

HRID 1390302Notes

Reaction equation

HRID 1390302 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18](C)([C:24](OCC)=O)[C:19]([O:21]CC)=[O:20])=[CH:10][C:9]1=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].O.Cl>C(O)C>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH:18]([CH3:24])[C:19]([OH:21])=[O:20])=[CH:10][C:9]1=[O:30])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 14798Sodium HydroxideHCID 20375607HCID 20375607, compound

Product 1

HCID 12802755HCID 12802755, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of diethyl α-(1-benzyl-1,2-dihydro-2-oxoquinol-4-yl)-α-methylmalonate (3.0g.) in ethanol (20ml.) containing sodium hydroxide (3.0g.) and water (3.0ml.) was heated under reflux for 1 hour. The solution was then cooled and poured into water (200ml.). The resultant solution was acidified to pH 3 by addition of concentrated hydrochloric acid to give α-(1-benzyl-1,2-dihydro-2-oxoquinol-4-yl)propionic acid 1.5g., m.p. 179°-180° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. temperatureThe solution was then cooled

Sources & evidence

ORD record
ord-ced4d27737884548ab83faa7726a81c8
Source dataset
uspto-grants-1979_02
Patent number
US04138490

Reaction notes

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