Hydrochloric Acid → 2-Propenoic acid, 3-phenyl-

HRID 22092

Reaction equation

HRID 22092 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.[OH-].[K+].N#N.C1OC1CO.Cl>CS(C)=O.OCC(CO)O>[C:8]([OH:10])(=[O:9])[CH:7]=[CH:6][C:5]1[CH:4]=[CH:3][CH:2]=[CH:12][CH:11]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 3224-Coumaric acidHCID 947NitrogenHCID 11164GlycidolHCID 14797Potassium Hydroxide

Product 1

HCID 87842-Propenoic acid, 3-phenyl-

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 753GlycerolSolvent

Procedure

4.35 g of p-hydroxy cinnamic acid was dissolved in 5 ml of DMSO, and 50 mg of potassium hydroxide was added. The mixture was stirred and heated to 90° C. under flow of N2 gas. 10.0 g of glycidol was added gradually, heating and agitation was carried out for 1.5 hours, neutralized by adding hydrochloric acid and the adduct of cinnamic acid and glycerin was obtained.

Workup

  1. temperatureheating

Sources & evidence

ORD record
ord-542a9da6771c4edf9109f3992e977503
Source dataset
uspto-grants-1995_06
Patent number
US05426210

Linked notes

Loading…