Methanol → HCID 86250420, compound

HRID 2232094Notes

Reaction equation

HRID 2232094 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7](=[N:9][OH:10])[CH3:8])=[CH:3][CH:2]=1.[BH4-].[Na+].[CH3:13]O>>[CH3:13][N:1]1[CH2:6][CH:5]=[C:4]([C:7](=[N:9][OH:10])[CH3:8])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 887Methanol2×HCID 247997N-[1-(Pyridin-4-yl)ethylidene]hydroxylamineHCID 4311764Sodium borohydride

Product 1

HCID 86250420HCID 86250420, compound

Procedure

A solution of 1-(4-pyridinyl)ethanone oxime, methiodide (48.36 g, 174 mmol) in 200 ml of 50% aqueous methanol was added to a cooled (-5° C.) slurry of sodium borohydride (12.86 g, 340 mmol) in 200 ml 50% aqueous methanol and the reaction mixture was stirred one hour. After some inorganic material was removed by filtration, the methanol was distilled off the filtrate in vacuo. The resulting solid was collected by filtration and dried to provide 1-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)ethanone oxime (18 g), mp 166°-168° C.

Workup

  1. customAfter some inorganic material was removed by filtration
  2. distillationthe methanol was distilled off the filtrate in vacuo
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-bcac5a59686941e4b9bbd19029e6859a
Source dataset
uspto-grants-1988_11
Patent number
US04786648

Reaction notes

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