Butanal → HCID 57142801, compound

HRID 2351786Notes

Reaction equation

HRID 2351786 reaction equation
CNC.[C:4]([O:7][CH2:8][CH:9]=O)(=[O:6])[CH3:5].[CH:11](=[O:15])[CH2:12][CH2:13][CH3:14]>C(O)(=O)C>[C:4]([O:7][CH2:8][CH:9]=[C:12]([CH2:13][CH3:14])[CH:11]=[O:15])(=[O:6])[CH3:5]

Participants

5

Reactant 3

HCID 261ButanalHCID 674DimethylamineHCID 111159952-oxoethyl acetate

Product 1

HCID 57142801HCID 57142801, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a mixture of 225 g of a 40% strength by weight aqueous solution of dimethylamine and 120 g of acetic acid was added with stirring and cooling, in the course of 15 min, a solution of 204 g of acetoxyacetaldehyde in 288 g (4 mol) of n-butyraldehyde, and the reaction mixture was subsequently stirred at 50° C. for 30 min. The reaction solutions were cooled down and the aqueous catalyst solution separated off to give, by fractional distillation, 169 g of 4-acetoxy-2-ethyl-2-butenal (b.p.=83°-93° C./6 mbar), corresponding to a yield of 54% of theory, based on acetoxyacetaldehyde, and 181 g of 2-ethyl-2-hexanal (b.p.=38°-70° C./20-60 mbar).

Workup

  1. additionwas added
  2. temperaturecooling, in the course of 15 min
  3. temperatureThe reaction solutions were cooled down
  4. customthe aqueous catalyst solution separated off

Sources & evidence

ORD record
ord-27df8f28dcf94892983495366bcb5593
Source dataset
uspto-grants-1989_10
Patent number
US04873362

Reaction notes

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