1-Piperidineacetic acid, ethyl ester → Piperidin-1-yl-acetic acid

HRID 64070

Reaction equation

HRID 64070 reaction equation
[N:1]1([CH2:7][C:8]([O:10]CC)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>Cl>[N:1]1([CH2:7][C:8]([OH:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 6434661-Piperidineacetic acid, ethyl ester

Product 1

HCID 201097Piperidin-1-yl-acetic acidYield 95%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The solution of ethyl 2-(piperidin-1-yl)acetate (1 g, 5.84 mmol, 1.0 eq) in 8 N HCl was stirred at 95° C. for 16 h. The mixture was concentrated and quenched and extracted as in Intermediate Example 15(b). The solvent was distilled off to afford the product in 95% yield (0.8 g). LC-MS (ESI): Calculated mass: 143.1; Observed mass 144.4 [M+H]+ (rt: 0.21 min).

Workup

  1. concentrationThe mixture was concentrated
  2. customquenched
  3. extractionextracted as in Intermediate Example 15(b)
  4. distillationThe solvent was distilled off
  5. customto afford the product in 95% yield (0.8 g)
  6. customObserved mass 144.4 [M+H]+ (rt: 0.21 min)

Sources & evidence

ORD record
ord-a5f017eae4004649a15c9a90dbd1cc92
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Linked notes

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