Hydroxyamine hydrochloride → HCID 88606541, compound

HRID 2107947Notes

Reaction equation

HRID 2107947 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3]([CH:9]=O)=[CH:2]2.[ClH:11].[NH2:12][OH:13]>CO.C(O)(C)C>[ClH:11].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3]([CH:9]=[N:12][OH:13])=[CH:2]2

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 15718161HCID 15718161, compound

Product 1

HCID 88606541HCID 88606541, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3776IsopropanolSolvent

Procedure

1-Azabicyclo[2.2.2]oct-2-ene-3-carboxaldehyde (1 g, 7.29 mmol) was dissolved in 50 ml of methanol. Hydroxylamine hydrochloride was added to the solution and the reaction was stirred at room temperature for 18 hours. The reaction was concentrated in vacuo to afford a white crystalline residue. The crystalline residue was suspended in 50 ml of isopropanol and refluxed for 15 minutes A crystalline material separated to afford the desired oxime (1.08 g, 75%), mp 227°-229° C.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customto afford a white crystalline residue
  3. temperaturerefluxed for 15 minutes A crystalline material
  4. customseparated

Sources & evidence

ORD record
ord-cb3fcf7b929b4d28b98cab4c0d14a25c
Source dataset
uspto-grants-1990_06
Patent number
US04937239

Reaction notes

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