Ethyl Methacrylate → Ethyl 3-(benzylamino)-2-methylpropanoate

HRID 580564Notes

Reaction equation

HRID 580564 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:14][CH2:15][CH3:16])(=[O:13])[C:10]([CH3:12])=[CH2:11]>C(O)C>[CH2:15]([O:14][C:9]([CH:10]([CH3:12])[CH2:11][NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:13])[CH3:16]

Participants

4

Reactant 2

HCID 7343Ethyl MethacrylateHCID 7504Benzylamine

Product 1

HCID 13555213Ethyl 3-(benzylamino)-2-methylpropanoateYield 60.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of benzylamine (75 g) in ethanol (150 ml) was added ethyl methacrylate (240 g) and refluxed for 23 hours. The reaction mixture was evaporated and the resulting residue was distilled under reduced pressure to give N-(2-ethoxycarbonylpropyl)benzylamine (93.3 g) as colorless liquid, bp 122° C./4 mmHg.

Workup

  1. temperaturerefluxed for 23 hours
  2. customThe reaction mixture was evaporated
  3. distillationthe resulting residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-425ac55946d3466aadad8f06bbcd5d01
Source dataset
uspto-grants-1988_06
Patent number
US04753953

Reaction notes

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