3-Phenylprop-2-Enal → HCID 54566724, compound

HRID 2107820Notes

Reaction equation

HRID 2107820 reaction equation
[CH:1](=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:11]1[CH2:16][CH:15]=[C:14]([CH2:17][C:18]#[N:19])[CH2:13][CH2:12]1.[OH-].[Na+]>C(O)C>[C:14]1([C:17](=[CH:1][CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:18]#[N:19])[CH2:13][CH2:12][CH2:11][CH2:16][CH:15]=1

Participants

5

Reactant 3

HCID 3073-Phenylprop-2-EnalHCID 14798Sodium HydroxideHCID 814611-Cyclohexene-1-acetonitrile

Product 1

HCID 54566724HCID 54566724, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a 50 ml 3-necked round bottom flask equipped with a nitrogen inlet, condensor and magnetic stir bar is placed cinnamaldehyde (2.64 g, 0.02 mol), 1-cyclohexenylacetonitrile (2.42 g, 0.02 mol) and sodium hydroxide (0.2 g, 0.005 mol) in absolute ethanol (25 ml). The reaction is stirred at room temperature until completion, during which time the crude product precipitates from solution. The precipitate is filtered, washed with water and dried. Recrystallization from ethanol yields a yellowish solid with maximum absorption at 338 nm and extinction coefficient of 45,825.

Workup

  1. customIn a 50 ml 3-necked round bottom flask equipped with a nitrogen inlet
  2. customprecipitates from solution
  3. filtrationThe precipitate is filtered
  4. washwashed with water
  5. customdried
  6. customRecrystallization from ethanol
  7. customyields a yellowish solid
  8. customwith maximum absorption at 338 nm and extinction coefficient of 45,825

Sources & evidence

ORD record
ord-46eec831cee04862a60a82141c1d74ac
Source dataset
uspto-grants-1990_06
Patent number
US04935533

Reaction notes

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