HCID 20313019, compound → HCID 20313018, compound

HRID 2420105Notes

Reaction equation

HRID 2420105 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][C:18]=1[O:19]C)[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=1>Br>[OH:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][C:18]=1[OH:19])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=1

Participants

3

Reactant 1

HCID 20313019HCID 20313019, compound

Product 1

HCID 20313018HCID 20313018, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

Twenty milliliters of 48% hydrobromic acid were added to 1.5 g of 5-(3,4-dimethoxybenzyl)picolinic acid. The mixture was heated under reflux for 6 hours. After allowing to cool, crystals formed were collected by filtration. The crystals were dissolved in 10% aqueous ammonia, treated with active carbon and adjusted to pH 2-3 with dilute hydrochloric acid to form crystals. The crystals were collected by filtration to obtain 0.8 g of 5-(3,4-dihydroxybenzyl)picolinic acid as reddish brown crystals of a decomposition point of 246°~249° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. temperatureto cool
  4. customcrystals formed
  5. filtrationwere collected by filtration
  6. dissolutionThe crystals were dissolved in 10% aqueous ammonia
  7. additiontreated with active carbon
  8. customto form crystals
  9. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-ad5869dd51c5458d9bb95329d053b6ec
Source dataset
uspto-grants-1978_08
Patent number
US04109000

Reaction notes

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