Lithium Hydroxide → HCID 58101637, compound

HRID 1517378Notes

Reaction equation

HRID 1517378 reaction equation
[CH:1]1([N:4]([CH2:18][C:19]([O:21]CC)=[O:20])[S:5]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[CH3:17])(=[O:7])=[O:6])[CH2:3][CH2:2]1.[Li+].[OH-]>C1COCC1.O>[CH:1]1([N:4]([CH2:18][C:19]([OH:21])=[O:20])[S:5]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[CH3:17])(=[O:7])=[O:6])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58101628HCID 58101628, compound

Product 1

HCID 58101637HCID 58101637, compoundYield 83%

Reagents, catalysts & solvents 1

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

Procedure

A solution of ethyl 2-(N-cyclopropyl-4-methoxy-2,6-dimethylphenyl-sulfonamido)acetate (2.7 mmol, 1 eq.) and LiOH (5 eq.) in THF/H2O (1:1) was stirred at room temperature for 12 h. The solvent was removed completely, in vacuo. The crude product was taken up in water and the mixture was washed with ethyl acetate. The aqueous phase was acidified to pH=4 with 1 M HCl and was then extracted with ethyl acetate. The organic phase was dried over Na2SO4. After the solvent had been distilled off completely, the crude product was obtained, and was employed in the next stage without further purification. Yield: 83%

Workup

  1. customThe solvent was removed completely, in vacuo
  2. washthe mixture was washed with ethyl acetate
  3. extractionwas then extracted with ethyl acetate
  4. dry with materialThe organic phase was dried over Na2SO4
  5. distillationAfter the solvent had been distilled off completely

Sources & evidence

ORD record
ord-d99182b8ec6f42d3967c574c7b454c90
Source dataset
uspto-grants-2012_07
Patent number
US08232288B2

Reaction notes

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