Lithium Hydroxide → HCID 18464685, compound

HRID 2230631Notes

Reaction equation

HRID 2230631 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]([S:18][CH3:19])=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Li+]>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]([S:18][CH3:19])=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 18464638HCID 18464638, compound

Product 1

HCID 18464685HCID 18464685, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Combine methyl 2-methoxy-5-(5-methylthio-1H-tetrazol-1-yl)benzoate (0.51 g, 1.81 mmol) and lithium hydroxide (0.065 g, 2.71 mmol) and tetrahydrofuran/water (5 mL/5 mL). Heat to reflux. After 1 hour, cool to ambient temperature, separate the layers, and extract the organic layer 2 times with 1 M aqueous sodium hydroxide solution. Combine the aqueous layers and extract with diethyl ether. Acidify the aqueous layer using aqueous 1 M hydrochloric acid solution to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. customseparate the layers
  3. extractionextract the organic layer 2 times with 1 M aqueous sodium hydroxide solution
  4. extractionextract with diethyl ether

Sources & evidence

ORD record
ord-3a832610e4ab42feac7855a5ae9f92cc
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

Loading…