Sodium Hydroxide → HCID 64158264, compound

HRID 2276407Notes

Reaction equation

HRID 2276407 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])[C:3]=1[C:17]([O:19]C)=[O:18].[OH-].[Na+]>CO>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:14])[F:15])[C:3]=1[C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70980901HCID 70980901, compound

Product 1

HCID 64158264HCID 64158264, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

methyl 5-methyl-3-(2-(trifluoromethyl)phenyl)isoxazol-4-carboxylate (6.0 g, 21.03 mmol) was dissolved in methanol (60 mL), added with 3% sodium hydroxide aqueous solution (60 mL), stirred at 30° C. for 7 hours, and vacuum-evaporated so as to remove methanol. The remaining solution was washed with ethyl acetate (20 mL), and the aqueous layer was neutralized by a hydrochloric acid aqueous solution. Then, the produced crystal was filtered, washed with purified water (50 mL), and dried so as to provide a white solid required compound (5.48 g, 20.12 mmol, 96%).

Workup

  1. customvacuum-evaporated so as
  2. customto remove methanol
  3. washThe remaining solution was washed with ethyl acetate (20 mL)
  4. filtrationThen, the produced crystal was filtered
  5. washwashed with purified water (50 mL)
  6. customdried so as

Sources & evidence

ORD record
ord-67ff19b7e47443548482048899406dd0
Source dataset
uspto-grants-2015_09
Patent number
US09132126B2

Reaction notes

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