Chloroacetic Acid → Piperidin-1-yl-acetic acid

HRID 1077019Notes

Reaction equation

HRID 1077019 reaction equation
Cl[CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>O>[N:8]1([CH2:2][C:3]([OH:5])=[O:4])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 8082PiperidineHCID 14798Sodium Hydroxide

Product 1

HCID 201097Piperidin-1-yl-acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of monochloroacetic acid (9.35 g.) in water (40 ml.) was adjusted to pH 8.0 with a solution of sodium hydroxide (4.0 g.) in water (30 ml.). Piperidine (8.0 ml.) was then added and the mixture was left at room temperature for 2 days and then heated on a steam bath for 2 hr. The solution was then evaporated and the residue was digested with hot ethanol, filtered and the filtrate was evaporated to give piperidinoacetic acid (12.55 g.) as a brown glass.

Workup

  1. temperatureheated on a steam bath for 2 hr
  2. customThe solution was then evaporated
  3. filtrationfiltered
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-e07dbbab7151465fb7fcaeaa6f66669f
Source dataset
uspto-grants-1976_05
Patent number
US03959260

Reaction notes

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