Sodium Hydroxide → Benzoylacetonitrile

HRID 982581

Reaction equation

HRID 982581 reaction equation
[Na].[C:2]([CH2:10][CH:11]=O)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl-].O[NH2:15].[OH-].[Na+]>C(O)C>[C:2]([CH2:10][C:11]#[N:15])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 294433BenzoylacetaldehydeHCID 5360545SodiumHCID 21878317Hydroxyamine chloride

Product 1

HCID 64799Benzoylacetonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 10 g sodium salt of benzoylacetaldehyde (prepared according to the procedure of Example 1) and 10 g hydroxyamine chloride in 30 ml ethanol was added 20 ml 50% NaOH at 0-10° C. The mixture was then refluxed for 24 hrs, and concentrated to 2/3 volume. The brown solution was neutralized with the concentrated hydrochloric acid. The precipitate was collected by filtration, and dried under vacuum to get a solid with slight pink color, 3.8 g benzoylacetonitrile.

Workup

  1. temperatureThe mixture was then refluxed for 24 hrs
  2. concentrationconcentrated to 2/3 volume
  3. filtrationThe precipitate was collected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-cfbda015927d4fc3aa2f4ef70d7d500d
Source dataset
uspto-grants-2005_03
Patent number
US06861162B2

Linked notes

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