Hydrochloric Acid → HCID 18979192, compound

HRID 2393165Notes

Reaction equation

HRID 2393165 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][C:16]([O:18]CC)=[O:17].[OH-].[Na+].Cl>CO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1/[CH:11]=[CH:12]/[CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86753079HCID 86753079, compound

Product 1

HCID 18979192HCID 18979192, compoundYield 42.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl (E)-6-(2-quinolyl)-5-hexenoate (2.0 g) in methanol (10 ml) was added 3N aqueous sodium hydroxide solution (5 ml) under ice-cooling and the mixture was then stirred at room temperature for 6 hours. This reaction mixture was neutralized with 3N HCl and the solvent methanol was distilled off under reduced pressure. The resulting crude crystals were collected by filtration, rinsed with water, further rinsed with ether, and dried in vacuo to provide 0.76 g of (E)-6-(2-quinolyl)-5-hexenoic acid as colorless crystals.

Workup

  1. temperaturecooling
  2. distillationthe solvent methanol was distilled off under reduced pressure
  3. filtrationThe resulting crude crystals were collected by filtration
  4. washrinsed with water
  5. washfurther rinsed with ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-a34c1d69f2af4c449d3dece38f3ec894
Source dataset
uspto-grants-1998_09
Patent number
US05804601

Reaction notes

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