Piperidine → 2-Propenoic acid,2-cyano-3-(3-pyridinyl)-
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[C:9]([CH2:11][C:12]([OH:14])=[O:13])#[N:10].N1CCCCC1>C(O)C>[C:9]([C:11](=[CH:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[C:12]([OH:14])=[O:13])#[N:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A mixture of 3.8 g of 3-pyridinecarbaldehyde, 3.0 g of cyanoacetic acid, 3.0 g of piperidine, and 30 ml of ethanol is stirred at 100° C. for 4 hours. The reaction mixture is concentrated, and 20 ml of water is added. The mixture is adjusted to pH 4.5 with 10% hydrochloric acid. The resulting precipitate is collected and recrystallized from ethanol to give 3.8 g of the title compound, m.p. 223°-227° C.
Workup
- concentrationThe reaction mixture is concentrated
- addition20 ml of water is added
- customThe resulting precipitate is collected
- customrecrystallized from ethanol
Sources & evidence
- ORD record
- ord-5f6dddd4f7944301b9d4a14d11d22f24
- Source dataset
- uspto-grants-1988_10
- Patent number
- US04778796
Reaction notes
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