Dimethylamine → 2-((Dimethylamino)methyl)prop-2-enoic acid

HRID 1929786Notes

Reaction equation

HRID 1929786 reaction equation
[C:1](O)(=O)[CH2:2][C:3]([OH:5])=[O:4].[CH2:8]=O.O1CCCC1.[CH3:15][NH:16][CH3:17]>O1CCCOC1>[CH3:15][N:16]([CH2:8][C:2](=[CH2:1])[C:3]([OH:5])=[O:4])[CH3:17]

Participants

6

Conditions

Temperature
70 °C

Procedure

1 g of malonic acid and 0.63 g of paraformaldehyde were diluted with 10 ml of 1,3-dioxane, and 4.8 ml of a 2.0M dimethylamine-containing tetrahydrofuran solution was added thereto. The resulting mixture was heated to 70° C. and stirred for one hour. After the reaction terminated, the resulting solution was distilled under a reduced pressure. The resulting residue was crystallized with acetone and filtered under a reduced pressure to obtain the title compound (0.4 g, 32%) in the form of white crystal.

Workup

  1. additionwas added
  2. customAfter the reaction terminated
  3. distillationthe resulting solution was distilled under a reduced pressure
  4. customThe resulting residue was crystallized with acetone
  5. filtrationfiltered under a reduced pressure

Sources & evidence

ORD record
ord-d76f082f80c34c2fa0e9f3098f7e8d17
Source dataset
uspto-grants-2012_05
Patent number
US08188102B2

Reaction notes

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