Ethyl bromoacetate → 1-Piperidineacetic acid, ethyl ester

HRID 275905

Reaction equation

HRID 275905 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>C1C=CC=CC=1.C(OCC)C>[N:1]1([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 7748Ethyl bromoacetateHCID 8082Piperidine

Product 1

HCID 6434661-Piperidineacetic acid, ethyl esterYield 81.8%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

Piperidine(1.87 ml, 18.9 mmol) was added dropwise to a solution of ethyl bromoacetate(1 ml, 9.0 mmol) in benzene(9 ml), stirred for 2 hours at a room temperature, diluted with ethyl ether, washed with saturated NaCl solution. The separated organic layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure to give 1.26 g of the titled compound. (Yield 81.8%)

Workup

  1. washwashed with saturated NaCl solution
  2. dry with materialThe separated organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-48732d13576143678ac59c9e360f283c
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Linked notes

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