Hydrochloric Acid → HCID 20313039, compound

HRID 2420107Notes

Reaction equation

HRID 2420107 reaction equation
[OH:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=2)=[CH:4][CH:3]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19].Cl>N1C=CC=CC=1>[C:18]([O:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=2)=[CH:4][CH:3]=1)(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 30437922-Pyridinecarboxylic acid, 5-((4-hydroxyphenyl)methyl)-

Product 1

HCID 20313039HCID 20313039, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.7 Gram of 5-(4-hydroxybenzyl)picolinic acid was dissolved in 6 ml. of pyridine. The resulting solution was then added with 2 ml. of acetic anhydride dropwise under ice-cooling and stirring. The whole was allowed to stand at room temperature for 18 hours. The reaction solution was acidified with hydrochloric acid and then subjected to extraction with ethyl acetate. After washing with water and drying, the solvent was distilled out and the residue was recrystallized from benzene to obtain 0.3 g of 5-(4-acetoxybenzyl)picolinic acid as colorless needle-like crystals of a melting point of 116°-119° C.

Workup

  1. additionThe resulting solution was then added with 2 ml
  2. extractionsubjected to extraction with ethyl acetate
  3. washAfter washing with water
  4. customdrying
  5. distillationthe solvent was distilled out
  6. customthe residue was recrystallized from benzene

Sources & evidence

ORD record
ord-dfbcc87f8ab74246ba11d5e715d5e915
Source dataset
uspto-grants-1978_08
Patent number
US04109000

Reaction notes

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