Formaldehyde → HCID 18991529, compound

HRID 376133Notes

Reaction equation

HRID 376133 reaction equation
[C:1]([O:9][CH2:10][CH2:11][CH2:12][CH:13]=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[CH3:16][NH2+]C.C=O>>[C:1]([O:9][CH2:10][CH2:11][C:12](=[CH2:16])[CH:13]=[O:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 11008752HCID 11008752, compoundHCID 12954980Dimethylazanium;chloride

Product 1

HCID 18991529HCID 18991529, compound

Procedure

10 g (52 mmol) of 4-benzoyloxybutanal, 4.78 g (58.6 mmol) of dimethylammonium chloride and 4.6 ml (60.8 mmol) of formaldehyde solution (37%) are refluxed for one hour with stirring (bath temperature ~110° C.). The mixture is allowed to cool and is extracted three times with ether; the organic phases are combined, washed with saturated sodium chloride solution, dried over MgSO4, filtered and concentrated by evaporation. 4-benzoyloxy-2-methylenebutanal is obtained in the form of a yellowish oil which can be reacted without further purification.

Workup

  1. temperatureto cool
  2. extractionis extracted three times with ether
  3. washwashed with saturated sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-2f4efddb87e4413281bea570a1c82231
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

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