2-Naphthalenecarboxaldehyde → 2-Naphthalenecarbonitrile

HRID 2071847Notes

Reaction equation

HRID 2071847 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)=O.Cl.[NH2:14]O.C([O-])(=O)C.[Na+]>C(O)C>[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:14]

Participants

5

Reactant 3

HCID 62012-NaphthalenecarboxaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 119442-Naphthalenecarbonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Cyanonaphthalene is prepared by refluxing 2-formylnaphthalene with hydroxylamine hydrochloride and sodium acetate in ethanol to furnish the corresponding oxime which is refluxed with acetic anhydride in the presence of an acid catalyst to furnish 2-cyanonaphthalene.

Sources & evidence

ORD record
ord-c236033e3b6746e4be78163c00436dea
Source dataset
uspto-grants-1977_09
Patent number
US04048330

Reaction notes

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