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

HRID 2394113Notes

Reaction equation

HRID 2394113 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-e8dee184d311480bbb3c5c961f7c094e
Source dataset
uspto-grants-1998_09
Patent number
US05807891

Reaction notes

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