Reaction #1121752

ord-7a302eaf53494bc18899a86728c391f3

Reaction equation

CCOC(=O)C[C@H](CC(C)C)C[N+](=O)[O-]
(S)-5-methyl-3-nitromethyl-hexanoic acid ethyl ester
[K+].[OH-]
KOH
[K+].[OH-]
KOH
→
CC(C)C[C@@H](CC(=O)[O-])C[N+](=O)[O-].CC(C)C[C@@H](CC(=O)[O-])C[N+](=O)[O-].[K+].[K+]
title compound
CC(C)C[C@@H](CC(=O)[O-])C[N+](=O)[O-].CC(C)C[C@@H](CC(=O)[O-])C[N+](=O)[O-].[K+].[K+]
(S)-5-Methyl-3-nitromethyl-hexanoic acid dipotassium salt

Reactants

CCOC(=O)C[C@H](CC(C)C)C[N+](=O)[O-]
(S)-5-methyl-3-nitromethyl-hexanoic acid ethyl ester
[K+].[OH-]
KOH
[K+].[OH-]
KOH

Reagents

None

Solvents

O
H2O

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent was removed under reduced pressure
  2. 2
    Otherto give a solid

Procedure

830 mg of (S)-5-methyl-3-nitromethyl-hexanoic acid ethyl ester (VIII, R1=ethyl) were suspended in 0.8 mL of H2O. 900 mg of 50% aqueous KOH were added. After 5 h at 25° C. conversion was complete (determination by HPLC). The solvent was removed under reduced pressure to give a solid consisting of the title compound and minor amounts of KOH.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08546112B2uspto-grants-2013_10