Sodium Hydroxide → HCID 25030663, compound

HRID 1803028Notes

Reaction equation

HRID 1803028 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:24])[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[C:20]([CH3:21])=[N:19][C:18]([CH3:22])=[C:17]([CH3:23])[N:16]=2)=[CH:9][CH:8]=1)C>O>[CH3:21][C:20]1[C:15]([CH2:14][O:13][C:10]2[CH:9]=[CH:8][C:7]([C:6]([OH:24])=[O:5])=[CH:12][CH:11]=2)=[N:16][C:17]([CH3:23])=[C:18]([CH3:22])[N:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59479923HCID 59479923, compound

Product 1

HCID 25030663HCID 25030663, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Adding water (20 mL), NaOH (0.14 g, 3.5 mmol) into a 100 mL round-bottom flask, stirring to dissolve, then adding 95% alcohol (20 mL), 4-((3,5,6-trimethylpyrazine-2-yl)methoxyl)benzoic acid ethyl ester (0.90 g, 3.0 mmol), stirring under room temperature to react for 4 hours, TLC [V(petroleum ether):V(ethyl acetate)=3:1 as developing agent] detecting shows that reaction is complete, (Rf of raw material=0.4, Rf of product=0), distilling out the alcohol under reduced pressure, adjusting pH of the reaction solution to 4-5 with 6.0M HCl while keeping the reaction solution cool to separate out solid, filtering, washing the solid with cool water for three times, processing with vacuum filtration, recrystallizing with anhydrous alcohol, drying under 70° C. for 8 hours to obtain 0.73 g white crystalloid of 4-((3,5,6-trimethylpyrazine-2-yl)methoxyl)benzoic acid, wherein a yield is 89.8%, m.p. 179-181° C.

Workup

  1. dissolutionto dissolve
  2. stirringstirring under room temperature
  3. customto react for 4 hours
  4. distillationdistilling out the alcohol under reduced pressure
  5. temperaturecool
  6. customto separate out solid
  7. filtrationfiltering
  8. washwashing the solid with cool water for three times
  9. filtrationprocessing with vacuum filtration
  10. customrecrystallizing with anhydrous alcohol
  11. customdrying under 70° C. for 8 hours

Sources & evidence

ORD record
ord-5ffe91b098404af8b27e99ba9c178ec5
Source dataset
uspto-grants-2013_01
Patent number
US08350033B2

Reaction notes

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