Lithium Hydroxide → HCID 18977983, compound

HRID 1992075Notes

Reaction equation

HRID 1992075 reaction equation
[CH3:1][N:2]([CH3:17])[S:3]([O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11]C)=[O:10])(=[O:5])=[O:4].[Li+].[OH-]>O1CCOCC1>[CH3:1][N:2]([CH3:17])[S:3]([O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([OH:11])=[O:10])(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 4316447HCID 4316447, compound

Product 1

HCID 18977983HCID 18977983, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
45 °C

Procedure

Methyl 2-{[(dimethylamino)sulfonyl]oxy}benzoate (325.0 mg, 1.253 mmol) was dissolved in 2 ml of 1,4-dioxane and 2 ml of 1M LiOH was added. The resulting solution was shaken overnight at 45° C. The reaction mixture was washed with DCE and separated using a hydrophobic frit. The aqueous layer was acidified to give a white solid which was filtered and dried to afford 244.4 mg (80% yield) of 2-{[(dimethyl-amino)sulfonyl]oxy}benzoic acid.

Workup

  1. washThe reaction mixture was washed with DCE
  2. customseparated
  3. customto give a white solid which
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-097d43efbe9749b6b68b0ece7bfe597e
Source dataset
uspto-grants-2010_01
Patent number
US07645771B2

Reaction notes

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