Methyl Acrylate → HCID 21872363, compound

HRID 351487Notes

Reaction equation

HRID 351487 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH3:7][O:8][CH2:9][CH2:10][NH2:11].Br[CH2:13][C:14]#[N:15]>C(OCC)(=O)C>[C:14]([CH2:13][N:11]([CH2:10][CH2:9][O:8][CH3:7])[CH2:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])#[N:15]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 80182-MethoxyethylamineHCID 11534Bromoacetonitrile

Product 1

HCID 21872363HCID 21872363, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

At 20 to 30° C., 11.4 g of methyl acrylate was added to 10.0 g of 2-methoxyethylamine, which was allowed to stand for 2 hours. Then 7.92 g of bromoacetonitrile was added to the reaction solution, which was heated at 70° C. for 20 hours. The reaction solution was diluted with ethyl acetate and the resulting solids were filtered off. Vacuum concentration yielded methyl N-cyanomethyl-N-(2-methoxy-ethyl)-3-aminopropionate.

Workup

  1. filtrationthe resulting solids were filtered off
  2. concentrationVacuum concentration

Sources & evidence

ORD record
ord-a7a0d27e20f34500b109162c6849e0dc
Source dataset
uspto-grants-2004_06
Patent number
US06743564B2

Reaction notes

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