Butyric Acid → HCID 21515746, compound

HRID 1284162Notes

Reaction equation

HRID 1284162 reaction equation
[C:1]([O-:7])([O-])([O:3][CH2:4][CH3:5])[CH3:2].[CH:8]#[C:9][CH:10](O)[CH2:11][CH3:12].C(O)(=O)CCC>C(O)C>[C:1]([O:3][CH2:4][CH3:5])(=[O:7])[CH2:2][CH:8]=[C:9]=[CH:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 264Butyric AcidHCID 929811-Pentyn-3-olHCID 86598186Ethyl ortho-acetate

Product 1

HCID 21515746HCID 21515746, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 200 ml- capacity three-necked flask was charged with 78 g of ethyl ortho-acetate, 20 g of 1-pentyn-3-ol and 2.0 g of butyric acid and was heated at 117° to 122°C. and ethanol formed as a by-product was distilled off. Even after completion of the distillation of the ethanol, the mixture was agitated at the above temperature for several hours. After complete extinction of the starting alcohol was confirmed by the gas chromatography, the reaction mixture was subjected to distillation under reduced pressure, and a fraction boiling at 87° to 89.5°C. under 16 mm Hg was collected. The intended ethyl 3,4-heptadienoate was obtained in a yield of 97%.

Workup

  1. temperaturewas heated at 117° to 122°C.
  2. distillationwas distilled off
  3. distillationEven after completion of the distillation of the ethanol
  4. distillationthe reaction mixture was subjected to distillation under reduced pressure
  5. customa fraction boiling at 87° to 89.5°C. under 16 mm Hg was collected

Sources & evidence

ORD record
ord-3d764b1689e540ab9afaacf170fbbe95
Source dataset
uspto-grants-1976_08
Patent number
US03978100

Reaction notes

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