Ethyl bromoacetate → Ethyl 2-Morpholinoacetate

HRID 275902Notes

Reaction equation

HRID 275902 reaction equation
[NH:1]1[CH2:6][CH2:5][O: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][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 7748Ethyl bromoacetateHCID 8083Morpholine

Product 1

HCID 2734105Ethyl 2-MorpholinoacetateYield 71.2%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

Morpholine(1.65 ml, 18.9 mmol) was added dropwise to a soultion of ethyl bromoacetate(1 ml, 9.0 mmol) in benzene (9 ml). The reaction mixture was stirred for 2 hours at a room temperature, diluted with ethyl ether, and washed with saturated NaCl solution. The separated organic layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure to give 1.11 g of the titled compound as an oil. (Yield 71.2%)

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-113622874b064b5089cd149af87f5a26
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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