Vanillic Acid → HCID 69420371, compound

HRID 1271637Notes

Reaction equation

HRID 1271637 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[O:11][CH3:12]>CN(C)C1C=CN=CC=1.C(O)(C)(C)C>[C:5]([O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[C:3]([O:11][CH3:12])[CH:4]=1)([CH3:9])([CH3:6])[CH3:4]

Participants

4

Reactant 1

HCID 8468Vanillic Acid

Product 1

HCID 69420371HCID 69420371, compoundYield 149.9%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6386tert-ButanolSolvent

Procedure

4-Hydroxy-3-methoxy-benzoic acid (1.0 g, 5.95 mmol), 1,3-dicyclohexycarbodiimide (1.5 g, 7.14 mmol) and 4dimethylaminopyridine (72.7 mg, 0.6 mmol) were mixed in t-butanol (10 mL) and stirred at room temperature for 4 hours. The reaction was filtered and purified by column chromatography to provide the title compound (1.0 g, 75%).

Workup

  1. filtrationThe reaction was filtered
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-bf0976472d894d54b11e343eb6c67fb6
Source dataset
uspto-grants-2007_04
Patent number
US07205409B2

Reaction notes

Loading…