Hydrochloric Acid → HCID 66598382, compound

HRID 334537Notes

Reaction equation

HRID 334537 reaction equation
[OH-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]#[C:10][CH2:11][CH2:12][C:13]([O:15]CC)=[O:14].Cl>C(O)C>[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]#[C:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66598348Ethyl 5-(pyridin-2-yl)pent-4-ynoate

Product 1

HCID 66598382HCID 66598382, compoundYield 132.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a aqueous solution of 1M NaOH (9.9 mL) heated at 50° C., was added slowly a solution of ethyl 5-(pyridin-2-yl)pent-4-ynoate (2 g, 9.90 mmol) in 3 mL of ethanol. The reaction mixture was stirred 1 h 30 at 50° C. and cooled to room temperature. An aqueous 1N HCl (9.9 mL, 9.90 mmol) was then added and the solvent was removed under pressure to afford 2.3 g of 5-(pyridin-2-yl)pent-4-ynoic acid (Yield: 99%) as a brown solid which can be used without further purification.

Workup

  1. temperaturecooled to room temperature
  2. customthe solvent was removed under pressure

Sources & evidence

ORD record
ord-d7171d444f2c4e3b89cbbebcf2cafd00
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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