Formaldehyde → HCID 18991521, compound

HRID 376125Notes

Reaction equation

HRID 376125 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[O:10])(=[O:3])[CH3:2].[Cl-].[CH3:12][NH2+]C.C=O>>[C:1]([O:4][CH2:5][CH2:6][CH2:7][C:8](=[CH2:12])[CH:9]=[O:10])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 11412447Pentanal, 5-(acetyloxy)-HCID 12954980Dimethylazanium;chloride

Product 1

HCID 18991521HCID 18991521, compound

Procedure

10 g (69.4 mmol) of 5-acetoxypentanal, 6.37 g (78.2 mmol) of dimethylammonium chloride and 6.1 ml (81.2 mmol) of 37% formaldehyde solution are refluxed for 11/2 hours (bath temperature ~110° C.) with stirring. The mixture is allowed to cool and is extracted three times with ether; the organic phases are combined, dried over MgSO4, filtered and concentrated by evaporation. 5-acetoxy-2-methylenepentanal 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. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-6056ae2489e644cd91f03e0e80911c85
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

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