Dimethylamine → 2-((Dimethylamino)methyl)prop-2-enoic acid
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
Reactant 4
Product 1
Reagents, catalysts & solvents 1
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
- additionwas added
- customAfter the reaction terminated
- distillationthe resulting solution was distilled under a reduced pressure
- customThe resulting residue was crystallized with acetone
- 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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