Lithium Hydroxide → 5-Phenyl-[1,3,4]oxadiazole-2-carboxylic acid lithium salt

HRID 1178104Notes

Reaction equation

HRID 1178104 reaction equation
[Li+:1].[OH-].C([O:5][C:6]([C:8]1[O:9][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:11][N:12]=1)=[O:7])C>C1COCC1.CO.O>[Li+:1].[C:13]1([C:10]2[O:9][C:8]([C:6]([O-:7])=[O:5])=[N:12][N:11]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 651752Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate

Product 1

HCID 669534535-Phenyl-[1,3,4]oxadiazole-2-carboxylic acid lithium salt

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

LiOH (25 mg, 0.60 mmol) was added at room temperature to a stirred solution of 5-phenyl-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester (60 mg, 0.275 mmol) in THF:MeOH:H2O (3:1:1, 5 mL) and the resulting mixture stirred for 1 hr. Removal of the volatiles by evaporation under reduced pressure afforded 5-phenyl-[1,3,4]oxadiazole-2-carboxylic acid lithium salt, which was used for the next step without further purification.

Workup

  1. customRemoval of the volatiles
  2. customby evaporation under reduced pressure

Sources & evidence

ORD record
ord-615edf788dc240d18bb57908ba0a6d15
Source dataset
uspto-grants-2010_11
Patent number
US07842696B2

Reaction notes

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