Hydroxyamine hydrochloride → Methyl 4-(hydroxyiminomethyl)cinnamate

HRID 1061596Notes

Reaction equation

HRID 1061596 reaction equation
[CH:1]([C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)=O.Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+]>CO.O>[OH:17][N:16]=[CH:1][C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 53401287Methyl 3-(4-formylphenyl)-2-propenoate

Product 1

HCID 85782432Methyl 4-(hydroxyiminomethyl)cinnamate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

4.0 g of methyl 4-formylcinnamate are dissolved in 40 ml methanol and then 1.6 g hydroxylamine-hydrochloride and 1.9 g sodium acetate are added. The mixture is stirred overnight and then diluted with 300 ml water. The precipitate is filtered by suction, dried in vacuo and crystallized from ethyl acetate/petrolether. This gives 3.56 g of the title compound.

Workup

  1. filtrationThe precipitate is filtered by suction
  2. customdried in vacuo
  3. customcrystallized from ethyl acetate/petrolether

Sources & evidence

ORD record
ord-9aa0d2a7bc22494fa27c61b2fd055e52
Source dataset
uspto-grants-2005_11
Patent number
US06960588B1

Reaction notes

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