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

HRID 1377155Notes

Reaction equation

HRID 1377155 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-b6dedb6d7e5e4a749c63f91f472fef97
Source dataset
uspto-grants-1997_09
Patent number
US05663200

Reaction notes

Loading…