Ethyl bromoacetate → HCID 22918592, compound

HRID 1376866Notes

Reaction equation

HRID 1376866 reaction equation
[CH2:1]([O:3][C:4](=[O:7])[CH2:5]Br)[CH3:2].[CH2:8]([NH2:11])[C:9]#[CH:10]>C(OCC)C>[CH2:1]([O:3][C:4](=[O:7])[CH2:5][NH:11][CH2:8][C:9]#[CH:10])[CH3:2]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 239041Propargylamine

Product 1

HCID 22918592HCID 22918592, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a cooled solution of ethylbromoacetate (37.6 g) in diethyl ether (75 mL), was added propargylamine (25 g). The mixture was stirred for 3 hour at 0°-5° C. The reaction temperature was raised to ambient temperature, and the stirring continued for 18 hours. A solid formed. The solid was filtered and discarded. The filtrate was evaporated to dryness to give crude ethyl-N-propargylaminoacetate (30.1 g). The crude product was used without further purification.

Workup

  1. waitthe stirring continued for 18 hours
  2. customA solid formed
  3. filtrationThe solid was filtered
  4. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-7c6e34ce7bc8476e95a6575d21d2dc44
Source dataset
uspto-grants-1997_09
Patent number
US05663363

Reaction notes

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