Methyl Acrylate → Methyl beta-dipropylaminopropionate

HRID 1081993Notes

Reaction equation

HRID 1081993 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×

Conditions

Temperature
70 °C

Procedure

Methanol (128 g; 4 moles) was added to 344 g (4 moles) of methyl acrylate containing 500 ppm of methoxyhydroquinone and 404 g (4 moles) of dipropylamine were added dropwise thereinto while placed in a water bath and stirred for a period of 30 minutes. After completion of the addition, the temperature of the liquid was raised to 70° C. and the reaction was carried out for three hours. After completion of the reaction, methanol was removed by distillation to give 746 grams of methyl beta-dipropylaminopropionate with a purity of 99%.

Workup

  1. additionwere added dropwise
  2. customwhile placed in a water bath
  3. additionAfter completion of the addition
  4. waitthe reaction was carried out for three hours
  5. customwas removed by distillation

Sources & evidence

ORD record
ord-b94aaf4e0ef94940894faabef2c3ca6f
Source dataset
uspto-grants-1996_12
Patent number
US05587515

Reaction notes

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