Ethanol → Ethyl 2-dimethylaminomethylacrylate
Reaction equation
[CH3:1][N:2]([CH2:4][C:5](=[CH2:9])[C:6]([OH:8])=[O:7])[CH3:3].S(=O)(=O)(O)O.[CH2:15](O)[CH3:16]>>[CH3:1][N:2]([CH2:4][C:5](=[CH2:9])[C:6]([O:8][CH2:15][CH3:16])=[O:7])[CH3:3]Participants
4
Procedure
A solution of the 2-dimethylaminomethylacrylic acid (35 g) compound prepared as in Example 1 in ethanol (350 ml) and concentrated sulphuric acid (60 ml) were boiled under reflux for three hours. The solution was evaporated to half volume and poured into water (1 liter). The aqueous solution was neutralised by the addition of solid sodium carbonate and extracted with ether. Evaporation of the ether solution gave a pale brown oil which was distilled to give a colourless oil (boiling point 84° C/20 mm). The product was identical with that obtained in Example 4.
Workup
- temperatureunder reflux for three hours
- customThe solution was evaporated to half volume
- additionpoured into water (1 liter)
- additionThe aqueous solution was neutralised by the addition of solid sodium carbonate
- extractionextracted with ether
- customEvaporation of the ether solution
- customgave a pale brown oil which
- distillationwas distilled
- customto give a colourless oil (boiling point 84° C/20 mm)
- customthat obtained in Example 4
Sources & evidence
- ORD record
- ord-3e6ce0bdaeae4f5cb682a9d984b4e87e
- Source dataset
- uspto-grants-1978_02
- Patent number
- US04074051
Reaction notes
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