Hydrochloric Acid → HCID 291866, compound

HRID 1709624Notes

Reaction equation

HRID 1709624 reaction equation
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].[CH:7](=O)/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>[OH-].[K+]>[C:1]([C:3](=[CH:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([OH:6])=[O:5])#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9740Cyanoacetic acidHCID 637511Cinnamaldehyde

Product 1

HCID 291866HCID 291866, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Conditions

Temperature
35 °C

Procedure

To a solution of cyano acetic acid in 200 ml of 10% aqueous potassium hydroxide was added trans-cinnamaldehyde (26 g). The mixture was stirred at 35° C. for 2 hrs. and acidified with 100 ml of conc. hydrochloric acid. The solid was collected and washed to yield 2-cyano-5-phenyl-2,4-pentadienoic acid (36 g, 90% yield), m.p. 196° C. Recrystallized from ethanol yielded pure product, m.p. 211° C.

Workup

  1. customThe solid was collected
  2. washwashed

Sources & evidence

ORD record
ord-e49a1b545d314d13a486274f58ba3453
Source dataset
uspto-grants-1990_08
Patent number
US04950467

Reaction notes

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