Hydroxylamine HCl → HCID 85553771, compound

HRID 2107067Notes

Reaction equation

HRID 2107067 reaction equation
C[O-].[Na+].[Na].[Cl-].[OH:6][NH3+:7].[CH3:8][N:9]1[CH2:14][CH2:13][CH:12]=[C:11]([C:15]#[N:16])[CH2:10]1>CO>[CH3:8][N:9]1[CH2:14][CH2:13][CH:12]=[C:11]([C:15](=[N:7][OH:6])[NH2:16])[CH2:10]1

Participants

6

Reactant 4

HCID 21645Hydroxylamine HClHCID 5148089HCID 5148089, compoundHCID 5360545SodiumHCID 10942334Sodium Methoxide

Product 1

HCID 85553771HCID 85553771, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of sodium methoxide, prepared from sodium (575 mg; 25 mmol) in methanol (30 ml), hydroxylammonium chloride (1,74 g; 25 mmol) was added. The mixture was stirred at room temperature for 30 min. and filtered. A solution of 1-methyl-3-cyano-1,2,5,6-tetrahydropyridine (Liberatore et al, Tetrahedron Letters 46, 4735 (1968)) (1.65 g; 13.5 mmol) in methanol (20 ml) was added to the filtrate. The reaction was stirred at room temperature for 20 hours and evaporated. The residue was extracted with ethanol (50 ml), filtrated, and evaporated to give the title compound in 25% yield.

Workup

  1. additionwas added
  2. filtrationfiltered
  3. stirringThe reaction was stirred at room temperature for 20 hours
  4. customevaporated
  5. extractionThe residue was extracted with ethanol (50 ml)
  6. filtrationfiltrated
  7. customevaporated

Sources & evidence

ORD record
ord-7bd3ca55e04347eab2f0b08a84657fe6
Source dataset
uspto-grants-1990_06
Patent number
US04933353

Reaction notes

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