Methyl Acrylate → Methyl beta-dipropylaminopropionate

HRID 1081992Notes

Reaction equation

HRID 1081992 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].COC1C=C(O)C=CC=1O.[CH2:17]([NH:20][CH2:21][CH2:22][CH3:23])[CH2:18][CH3:19]>CO>[CH2:17]([N:20]([CH2:21][CH2:22][CH3:23])[CH2:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])[CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 8902DipropylamineHCID 699882-Methoxybenzene-1,4-diol

Product 1

HCID 23363412Methyl beta-dipropylaminopropionateYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Methanol (128 g) was added to 344 g (4 moles) of methyl acrylate containing 500 ppm of methoxyhydroquinone and, while stirring and placed in a water bath, 404 g (4 moles) of dipropylamine was added dropwise thereinto over a period of 30 minutes. After completion of the dropping, the reaction was continued at 70° C. for three hours. After completion of the reaction, methanol was evaporated therefrom to give 746 g of methyl beta-dipropylaminopropionate. The purity as checked by gas chromatography was 99%.

Workup

  1. customplaced in a water bath
  2. waitAfter completion of the dropping, the reaction was continued at 70° C. for three hours
  3. customwas evaporated

Sources & evidence

ORD record
ord-5ebddba786294b139461453fb4815bfb
Source dataset
uspto-grants-1996_12
Patent number
US05587515

Reaction notes

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