Sodium Hydroxide → 2-(Benzyloxy)-5-(oxazol-5-yl)benzoic acid

HRID 454481Notes

Reaction equation

HRID 454481 reaction equation
[OH-].[Na+].[CH2:3]([O:10][C:11]1[CH:20]=[CH:19][C:18]([C:21]2[O:25][CH:24]=[N:23][CH:22]=2)=[CH:17][C:12]=1[C:13]([O:15]C)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCOCC1>[CH2:3]([O:10][C:11]1[CH:20]=[CH:19][C:18]([C:21]2[O:25][CH:24]=[N:23][CH:22]=2)=[CH:17][C:12]=1[C:13]([OH:15])=[O:14])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66990185Methyl 2-(benzyloxy)-5-(oxazol-5-yl)benzoate

Product 1

HCID 669904842-(Benzyloxy)-5-(oxazol-5-yl)benzoic acidYield 87.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 2 mol/L aqueous solution of sodium hydroxide (4.5 mL) was added to a dioxane (5 mL) solution of the obtained methyl 2-(benzyloxy)-5-(oxazol-5-yl)benzoate (0.55 g), followed by stirring at room temperature for 2 hours and 40 minutes. The solvent was evaporated under reduced pressure, and water was added to the residue. After adjusting the pH to 4.0 with 6 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 0.46 g of 2-(benzyloxy)-5-(oxazol-5-yl)benzoic acid as a light yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and water
  2. additionwas added to the residue
  3. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-56ae76fa954e4a91af3af4c37ee4fd94
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

Loading…