Potassium hydroxide monohydrate → HCID 22123367, compound

HRID 1859089Notes

Reaction equation

HRID 1859089 reaction equation
C([O:3][C:4](=[O:15])[CH2:5][CH:6]([CH2:11][N+:12]([O-:14])=[O:13])[CH2:7][CH:8]1[CH2:10][CH2:9]1)C.[OH-].[K+].O>CO>[CH:8]1([CH2:7][CH:6]([CH2:11][N+:12]([O-:14])=[O:13])[CH2:5][C:4]([OH:15])=[O:3])[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 23719240Potassium hydroxide monohydrateHCID 54405957HCID 54405957, compound

Product 1

HCID 22123367HCID 22123367, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-cyclopropyl-3-nitromethyl-butanoic acid ethyl ester (1.34 g, 7.27 mmol) in 50 mL of MeOH is added to 10 mL of 10% KOH/H2O at room temperature and stirred overnight. The MeOH is evaporated, and the pH of the solution is adjusted to ca. 7 by the addition of KH2PO4. The aqueous solution is extracted with EtOAc (3×100 mL), and the combined extracts are dried over Na2SO4. Evaporation of the solvents gives 1.3 g of 4-cyclopropyl-3-nitromethyl-butanoic acid as a white solid.

Workup

  1. customThe MeOH is evaporated
  2. additionthe pH of the solution is adjusted to ca. 7 by the addition of KH2PO4
  3. extractionThe aqueous solution is extracted with EtOAc (3×100 mL)
  4. dry with materialthe combined extracts are dried over Na2SO4
  5. customEvaporation of the solvents

Sources & evidence

ORD record
ord-6364d7c1be42438695cc77afde5e3837
Source dataset
uspto-grants-2000_11
Patent number
US06153650

Reaction notes

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