Formaldehyde → HCID 18991531, compound

HRID 487485Notes

Reaction equation

HRID 487485 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-9592fb848808480ea472a60ec2f33581
Source dataset
uspto-grants-1994_03
Patent number
US05294734

Reaction notes

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