Methyl Acrylate → methyl 3-(diethylamino)propanoate

HRID 1081990Notes

Reaction equation

HRID 1081990 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[C:6]([O:10][CH3:11])(=[O:9])[CH:7]=[CH2:8].COC1C=C(O)C=CC=1O>>[CH2:1]([N:3]([CH2:4][CH3:5])[CH2:8][CH2:7][C:6]([O:10][CH3:11])=[O:9])[CH3:2]

Participants

4

Reactant 3

HCID 7294Methyl AcrylateHCID 8021DiethylamineHCID 699882-Methoxybenzene-1,4-diol

Product 1

HCID 219165methyl 3-(diethylamino)propanoateYield 99%

Procedure

Diethylamine (350 g; 4.8 moles) was added to 344 g (4 moles) of methyl acrylate containing 500 ppm of methoxyhydroquinone and the mixture was made to react at 70°-80° C. for 15 hours, so that the addition to the double bond was completed. After completion of the reaction, the unreacted diethylamine was removed by distillation to give 630 grams of methyl beta-diethylaminopropionate. The yield was 99%.

Workup

  1. customto react at 70°-80° C. for 15 hours, so that the addition to the double bond
  2. customAfter completion of the reaction
  3. customthe unreacted diethylamine was removed by distillation

Sources & evidence

ORD record
ord-8039eec9c65b4734ba59b3bf9db1af14
Source dataset
uspto-grants-1996_12
Patent number
US05587515

Reaction notes

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