Hydrochloric Acid → HCID 20313022, compound

HRID 2420106Notes

Reaction equation

HRID 2420106 reaction equation
C[O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:12][CH:13]=2)=[CH:5][CH:4]=1.Cl>C(O)C>[OH:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20313030HCID 20313030, compound

Product 1

HCID 20313022HCID 20313022, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

One gram of ethyl 5-(4-methoxybenzyl)picolinate was dissolved in 20 ml. of ethyl alcohol saturated with hydrochloric acid. The solution was heated in a sealed tube at 120° C. for 24 hours. The solvent was distilled out and the residue was added with cold water. Crystals thus formed were collected by filtration and recrystallized from ethyl acetate to obtain 0.8 g of ethyl 5-(4-hydroxybenzyl)-picolinate as colorless needle-like crystals of a melting point of 153°~156° C.

Workup

  1. distillationThe solvent was distilled out
  2. additionthe residue was added with cold water
  3. customCrystals thus formed
  4. filtrationwere collected by filtration
  5. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-60dd8a19a58e4a8c855778cadaacfd9c
Source dataset
uspto-grants-1978_08
Patent number
US04109000

Reaction notes

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