Hydroxyamine hydrochloride → HCID 14787242, compound

HRID 1094803Notes

Reaction equation

HRID 1094803 reaction equation
C[N:2]([CH:4]=[C:5]([C:10](=[O:14])[CH2:11][O:12][CH3:13])[C:6]([O:8][CH3:9])=[O:7])C.Cl.NO>CO>[CH3:13][O:12][CH2:11][C:10]1[O:14][N:2]=[CH:4][C:5]=1[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 54519109HCID 54519109, compound

Product 1

HCID 14787242HCID 14787242, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-[(dimethylamino)methylene]-4-methoxy-3-oxobutanoate (Preparation 43, 5.2 g, 26 mmol) in methanol (55 ml) was added hydroxylamine hydrochloride (1.8 g, 25.8 mmol) and the reaction stirred at reflux for 7 hours. The reaction was concentrated in vacuo. The solid residue was purified by trituration with ethyl acetate to afford the title compound as a solid (3.6 g, 18% yield).

Workup

  1. temperatureat reflux for 7 hours
  2. concentrationThe reaction was concentrated in vacuo
  3. customThe solid residue was purified by trituration with ethyl acetate

Sources & evidence

ORD record
ord-33e5f8b82cc24b2594d29bb43c0b0758
Source dataset
uspto-grants-2012_03
Patent number
US08134007B2

Reaction notes

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