Sodium Hydroxide → HCID 86673395, compound

HRID 1023364Notes

Reaction equation

HRID 1023364 reaction equation
C([O:5][C:6](=[O:25])/[CH:7]=[CH:8]/[C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([O:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][N:18]=2)=[C:11]([Cl:24])[CH:10]=1)CCC.[OH-].[Na+]>CO>[Cl:24][C:11]1[CH:10]=[C:9](/[CH:8]=[CH:7]/[C:6]([OH:25])=[O:5])[CH:14]=[C:13]([CH3:15])[C:12]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67327168HCID 67327168, compound

Product 1

HCID 86673395HCID 86673395, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a MeOH (10 mL) solution of the ester (4.73 g) was added 5 M NaOH (2 mL), and stirred for 1 hour at 50° C., then MeOH was evaporated. The residue was dissolved in water, and acidified with 6 M HCl. The resulting precipitate was collected by filtration and dried to afford (E)-3-{3-chloro-4-[(5-hydroxypyridin-2-yl)oxy]-5-methylphenyl}prop-2-enoic acid as a pale yellow powder (3.77 g).

Workup

  1. customMeOH was evaporated
  2. dissolutionThe residue was dissolved in water
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-4a98f911aabe406996f2d6de1cd11848
Source dataset
uspto-grants-2014_05
Patent number
US08722663B2

Reaction notes

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