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

HRID 2177121Notes

Reaction equation

HRID 2177121 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-098e48aa23274b0582d1dabe0ca01b5c
Source dataset
uspto-grants-2015_06
Patent number
US09067871B2

Reaction notes

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