4-Coumaric acid → 2-Propenoic acid, 3-phenyl-
Reaction equation
O[C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1>CS(C)=O>[C:8]([OH:10])(=[O:9])[CH:7]=[CH:6][C:5]1[CH:4]=[CH:3][CH:2]=[CH:12][CH:11]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
2.8 g of p-hydroxy cinnamic acid was dissolved in 3 ml of DMSO, and 10 mg of sodium hydride of which the oil was washed by hexane was added. The mixture was stirred and heated to 90° C. under a flow of N2 gas. 5.0 g of glycidol was added gradually, heating and agitation were carried out for 1.5 hours, neutralized by adding hydrochloric acid and then the adduct of cinnamic acid and glycerin was obtained.
Workup
- wash10 mg of sodium hydride of which the oil was washed by hexane
- additionwas added
- addition5.0 g of glycidol was added gradually
- temperatureheating
- additionby adding hydrochloric acid
Sources & evidence
- ORD record
- ord-2231e991bda54208932c1c846850f007
- Source dataset
- uspto-grants-1995_06
- Patent number
- US05426210
Reaction notes
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