Sodium Hydroxide → Sodium 3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole-5-carboxylate

HRID 517534Notes

Reaction equation

HRID 517534 reaction equation
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:14]=[C:13]([C:15]([O:17]CC)=[O:16])[O:12][N:11]=2)=[CH:6][CH:5]=1.[OH-].[Na+:23]>CCO.O>[F:21][C:2]([F:1])([F:20])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:14]=[C:13]([C:15]([O-:17])=[O:16])[O:12][N:11]=2)=[CH:8][CH:9]=1.[Na+:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86711474HCID 86711474, compound

Product 1

HCID 86711476Sodium 3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole-5-carboxylateYield 96.5%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of ethyl 3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole-5-carboxylate (1.7 g, 5.6 mmol) in EtOH/H2O (30 mL), 1 M NaOH (8.4 mL, 8.4 mmol) was added at RT. The mixture was stirred at RT for 1 h, and concentrated under reduced pressure to afford sodium 3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole-5-carboxylate (1.6 g, 96%) as a white solid, which was directly used for next reaction without further purification.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a495111ddfc84d4ca39cf8fb0039ef50
Source dataset
uspto-grants-2015_08
Patent number
US09115120B2

Reaction notes

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