Malonic Acid → Diethylamine

HRID 616431Notes

Reaction equation

HRID 616431 reaction equation
C(O)(=O)CC(O)=O.[CH2:8]([N:10]([CH2:13][N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH2:11][CH3:12])[CH3:9]>>[CH2:17]([N:14]([CH2:13][N:10]([CH2:8][CH3:9])[CH2:11][CH3:12])[CH2:15][CH3:16])[CH3:18].[CH2:8]([NH:10][CH2:11][CH3:12])[CH3:9]

Participants

4

Reactant 2

HCID 867Malonic AcidHCID 66020Tetraethylmethylenediamine

Product 2

HCID 8021DiethylamineHCID 66020Tetraethylmethylenediamine

Procedure

Malonic acid (5.2g) was added in portions to bis-diethylamino-methane (24g), cooled in ice and stirred manually. A violent reaction took place and the mixture became viscous. Evaportion of the excess bis-diethylamino-methane and diethylamine gave a syrup which was repeatedly recrystallised from acetone to give colourless crystals of 2-diethylaminomethylacrylic acid (5.9g, 76% melting point 121 to 3° C).

Workup

  1. temperaturecooled in ice
  2. customA violent reaction

Sources & evidence

ORD record
ord-cb4386135d6b41cc90b1f80391186a1b
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

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