4-Piperidinecarboxylic acid → 1-(Ethoxycarbonyl)-4-piperidinecarboxylic Acid

HRID 1585326Notes

Reaction equation

HRID 1585326 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1.Cl[C:11]([O:13][CH2:14][CH3:15])=[O:12]>[OH-].[Na+]>[C:7]([CH:4]1[CH2:5][CH2:6][N:1]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:2][CH2:3]1)([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 37734-Piperidinecarboxylic acid2×HCID 10928Ethyl chloroformate

Product 1

HCID 66188861-(Ethoxycarbonyl)-4-piperidinecarboxylic Acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4-Carboxy-1-ethoxycarbonylpiperidine is prepared from piperidine-4-carboxylic acid (Aldrich, Steinheim, FRG), for example by reacting piperidine-4-carboxylic acid with ethyl chloroformate in aqueous sodium hydroxide solution for 2 h at from 0 to 5° C. The title compound is extracted from the aqueous phase by shaking with toluene. The toluene phase containing the dissolved title compound is dried over Na2SO4 and directly subjected to further use.

Workup

  1. customfor 2 h
  2. customat from 0 to 5° C
  3. extractionThe title compound is extracted from the aqueous phase
  4. additionThe toluene phase containing the
  5. dissolutiondissolved title compound
  6. dry with materialis dried over Na2SO4

Sources & evidence

ORD record
ord-3860556d15ed410aa0b62485353918d6
Source dataset
uspto-grants-1999_08
Patent number
US05935976

Reaction notes

Loading…