Acrylonitrile → HCID 19751085, compound

HRID 484218Notes

Reaction equation

HRID 484218 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[OH-].[K+].[CH:7]12[CH2:13][CH:10]([CH:11]=[CH:12]1)[CH2:9][CH:8]2[CH:14]=[O:15]>C1(C)C=CC=CC=1>[C:1]([CH2:2][CH2:3][C:7]12[CH2:13][CH:10]([CH:11]=[CH:12]1)[CH2:9][CH:8]2[CH:14]=[O:15])#[N:4]

Participants

5

Reactant 3

HCID 7855AcrylonitrileHCID 14797Potassium HydroxideHCID 95117Bicyclo(2.2.1)hept-5-ene-2-carboxaldehyde

Product 1

HCID 19751085HCID 19751085, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of acrylonitrile in 50 mL of toluene was added at room temperature 2 mL of 10% aqueous solution of KOH. To this was added 5-norbornene-2-carboxaldehyde (6.1 g, 50 mmol) at ambient temperature within a period of 2 h. The resulting mixture was stirred for 6 h, quenched with 3 N aqueous HCl, extracted with toluene, dried over MgSO4. Solvent and residual starting materials were removed to give the title compound.

Workup

  1. customquenched with 3 N aqueous HCl
  2. extractionextracted with toluene
  3. dry with materialdried over MgSO4
  4. customwere removed

Sources & evidence

ORD record
ord-50316d439fd94962a705ae8509930057
Source dataset
uspto-grants-1993_07
Patent number
US05229519

Reaction notes

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