Potassium Hydroxide → Propane-1-sulfonic acid cyclopropyl-(2-hydroxy-ethyl)-amide

HRID 1044537Notes

Reaction equation

HRID 1044537 reaction equation
[CH:1]1([N:4]([S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])[CH2:5][CH2:6][O:7]C(=O)C)[CH2:3][CH2:2]1.[OH-].[K+]>CO>[CH:1]1([N:4]([CH2:5][CH2:6][OH:7])[S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59547802Acetic acid 2-[cyclopropyl-(propane-1-sulfonyl)-amino]ethyl ester

Product 1

HCID 43577530Propane-1-sulfonic acid cyclopropyl-(2-hydroxy-ethyl)-amideYield 32.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of acetic acid 2-[cyclopropyl-(propane-1-sulfonyl)-amino]ethyl ester (1.7 g, 6.8 mmol) and KOH (0.57 g, 10.2 mmol) in 30 ml Methanol was stirred over night at room temperature. The solvent was evaporated the residue dissolved in ethyl acetate and subsequently extracted with water and 1 M KOH, dried over Na2SO4 and the solvent evaporated to obtain 0.46 g of product which was used purified by chromatography (253.5 mg of colorless oil)

Workup

  1. customThe solvent was evaporated the residue
  2. dissolutiondissolved in ethyl acetate
  3. extractionsubsequently extracted with water and 1 M KOH
  4. dry with materialdried over Na2SO4
  5. customthe solvent evaporated

Sources & evidence

ORD record
ord-0468887cb2c7416e8875f092763eb610
Source dataset
uspto-grants-2013_10
Patent number
US08563617B2

Reaction notes

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