Formaldehyde → HCID 18991531, compound

HRID 376152Notes

Reaction equation

HRID 376152 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH:12]=[O:13])=[O:5])[CH3:2].[Cl-].[CH3:15][NH2+]C.C=O>>[CH:12]([C:11](=[CH2:15])[CH2:10][CH2:9][CH2:8][O:7][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])=[O:13]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 12954980Dimethylazanium;chlorideHCID 14254560Ethyl [(5-oxopentyl)oxy]acetate

Product 1

HCID 18991531HCID 18991531, compound

Procedure

16 g (85 mmol) of 5-ethoxycarbonylmethoxypentanal, 7.8 g (95.2 mmol) of dimethylammonium chloride and 7.4 ml (99.4 mmol) of a 37% solution of formaldehyde are stirred for 1 hour at a bath temperature of 110° C. The reaction mixture is allowed to cool and extracted three times with CH2Cl2. The combined organic phases are dried over Na2SO4, filtered and concentrated by evaporation giving ethyl 7-formyl-3-oxaoct-7-enoate as a colourless oil which is further reacted without purification.

Workup

  1. temperatureto cool
  2. extractionextracted three times with CH2Cl2
  3. dry with materialThe combined organic phases are dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-05a02965cfff438dabf3ce223d7830b7
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

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