Hydrochloric Acid → HCID 20313027, compound

HRID 2420110Notes

Reaction equation

HRID 2420110 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.Cl.[CH3:19]O>>[OH:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]([O:15][CH3:19])=[O:14])=[N:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 30437922-Pyridinecarboxylic acid, 5-((4-hydroxyphenyl)methyl)-

Product 1

HCID 20313027HCID 20313027, compound

Procedure

One gram of 5-(4-hydroxybenzyl)-picolinic acid was suspended in 15 ml. of methanol. Then, hydrogen chloride gas was introduced therein till saturation. After heating under reflux for 5 hours, the reaction mixture was concentrated under reduced pressure. The residue was added with cold water to form crystals. The crystals were then recrystallized from ethyl acetate to obtain 0.85 g of methyl 5-(4-hydroxybenzyl)picolinate as colorless needlelike crystals of a melting point of 184°~186° C.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 5 hours
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. additionThe residue was added with cold water
  5. customto form crystals
  6. customThe crystals were then recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-30728150a8064cf6b3eeaead6362d332
Source dataset
uspto-grants-1978_08
Patent number
US04109000

Reaction notes

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