O-Methylhydroxylamine hydrochloride → 1,2,5,6-Tetrahydropyridine-3-carboxaldehyde-O-methyloxime hydrochloride

HRID 1587748Notes

Reaction equation

HRID 1587748 reaction equation
[ClH:1].[NH:2]1[CH2:7][CH2:6][CH:5]=[C:4]([CH:8]=O)[CH2:3]1.Cl.[CH3:11][O:12][NH2:13]>O>[ClH:1].[CH3:11][O:12][N:13]=[CH:8][C:4]1[CH2:3][NH:2][CH2:7][CH2:6][CH:5]=1

Participants

4

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 22399539HCID 22399539, compound

Product 1

HCID 1973121,2,5,6-Tetrahydropyridine-3-carboxaldehyde-O-methyloxime hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5 g (0.034 mol) of 1,2,5,6-tetrahydropyridin-3-carboxaldehyde hydrochloride, (CHEM. BER. 40, 4685, 1907)-- in 30 cm3 of water, 2.85 g (0.034 mol) of O-methyl-hydroxylamine hydrochloride is added with agitation for 1 hour at ambient temperature. The reactional mixture is evaporated to dryness and the residue is recrystallized from absolute ethanol. 4.8 g (80%) of product is obtained with m.p.. 208° C.(decomposes) White crystalline powder.

Workup

  1. customThe reactional mixture is evaporated to dryness
  2. customthe residue is recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-5ae5cf99f9e54d5187e7277c61ea3a23
Source dataset
uspto-grants-1993_06
Patent number
US05219872

Reaction notes

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