Sodium Hydroxide → Ferrocenaldoxim

HRID 1577573

Reaction equation

HRID 1577573 reaction equation
[OH-:1].[Na+].Cl.[NH2:4]O.[C-:6]1([CH:11]=O)[CH:10]=[CH:9][CH:8]=[CH:7]1.[CH-:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1.[Fe+2:18]>O.C(O)C>[C-:6]1([CH:11]=[N:4][OH:1])[CH:10]=[CH:9][CH:8]=[CH:7]1.[CH-:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1.[Fe+2:18]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 15184314Ferrocenecarboxyaldehyde

Product 1

HCID 129647350FerrocenaldoximYield 91.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 12 g (0.3 mol) of sodium hydroxide in 20 ml of water was added dropwise to a suspension of 20.9 g (0.3 mol) of hydroxylamine hydrochloride in 200 ml of ethanol, while cooling, and a solution of 42.8 g (0.2 mol) of ferrocene-aldehyde in 200 ml of ethanol was then added. After boiling under reflux for 5 hours, the reaction mixture was cooled. The undissolved constituents were filtered off, the filtrate was evaporated to dryness and the residue was suspended in water, filtered off and dried. 42 g (91.7% of theory) of ferrocene-aldoxime of melting point 228° C. were obtained in this manner.

Workup

  1. temperaturewhile cooling
  2. temperatureunder reflux for 5 hours
  3. temperaturethe reaction mixture was cooled
  4. filtrationThe undissolved constituents were filtered off
  5. customthe filtrate was evaporated to dryness
  6. filtrationfiltered off
  7. customdried

Sources & evidence

ORD record
ord-ebe265698bd740ce99594a340341726f
Source dataset
uspto-grants-1981_09
Patent number
US04288451

Linked notes

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