Diethylamine → Ethyl 3-(diethylamino)acrylate

HRID 67709

Reaction equation

HRID 67709 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[C:6]([O:10][CH2:11][CH3:12])(=[O:9])[C:7]#[CH:8]>C(O)C>[CH2:1]([N:3]([CH2:4][CH3:5])[CH:8]=[CH:7][C:6]([O:10][CH2:11][CH3:12])=[O:9])[CH3:2]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 12182Ethyl propiolate

Product 1

HCID 139639Ethyl 3-(diethylamino)acrylateYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 14.6 g of diethylamine (0.2 m) in 100 ml of ethyl alcohol was added dropwise to a stirred solution of 19.6 g of ethyl propiolate (0.2 m) in 150 ml ethyl alcohol at room temperature. The exothermic reaction mixture was stirred at room temperature for 31/2 hours. The solvent was removed and the residue distilled through a short Vigreux column (boiling point 88° C./6 mm) to give 29.38 g (87 percent) of ethyl 3-(diethylamino)acrylate.

Workup

  1. customThe solvent was removed
  2. distillationthe residue distilled through a short Vigreux column (boiling point 88° C./6 mm)

Sources & evidence

ORD record
ord-698abd8748144f60b275629b4af2f65e
Source dataset
uspto-grants-1982_08
Patent number
US04346161

Linked notes

Loading…