Dicyclohexylamine → HCID 42256425, compound

HRID 972335Notes

Reaction equation

HRID 972335 reaction equation
C1(NC2CCCCC2)CCCCC1.[OH-].[Na+].[C:16]([CH:19](C)[CH2:20][CH2:21][C:22]([N:24]1[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26]([OH:28])=[O:27])=[O:23])(O)=O>CO>[CH3:16][CH2:19][CH2:20][CH2:21][C:22]([N:24]1[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26]([OH:28])=[O:27])=[O:23]

Participants

5

Reactant 3

HCID 7582DicyclohexylamineHCID 14798Sodium HydroxideHCID 44368529HCID 44368529, compound

Product 1

HCID 42256425HCID 42256425, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The dicyclohexylamine salt (8.7 g.) is dissolved in 60 ml. of methanol and 60 ml. sodium hydroxide are added while stirring. To this 100 ml. of Dowex 50 resin is added to make the pH acid. This is applied to a 300 ml. column of Dowex 50 resin and eluted with water. Those fractions which are COOH-reagent positive are pooled and lyophilized to obtain 4.78 g. of 1-(4-carboxy-4-methylbutanoyl)-L-proline.

Workup

  1. additionof Dowex 50 resin is added
  2. washcolumn of Dowex 50 resin and eluted with water
  3. customto obtain 4.78 g

Sources & evidence

ORD record
ord-8cc70978061b4375ac69af3b18e3aa21
Source dataset
uspto-grants-1977_10
Patent number
US04052511

Reaction notes

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