Propanoic acid, 2-methyl-3-oxo-, methyl ester → HCID 54354784, compound

HRID 1414462Notes

Reaction equation

HRID 1414462 reaction equation
[CH3:1][CH:2]([CH2:7][CH:8]=[CH:9][CH:10]([CH3:13])[CH2:11][CH3:12])[CH:3](O)[CH:4]=[CH2:5].C[O:15][C:16](=O)[CH:17](C=O)[CH3:18]>>[CH3:18][CH:17]([CH2:5][CH:4]=[CH:3][CH:2]([CH3:1])[CH2:7][CH:8]=[CH:9][CH:10]([CH3:13])[CH2:11][CH3:12])[CH:16]=[O:15]

Participants

3

Reactant 2

HCID 103507Propanoic acid, 2-methyl-3-oxo-, methyl esterHCID 54247130HCID 54247130, compound

Product 1

HCID 54354784HCID 54354784, compoundYield 77%

Procedure

55 g (0.3 mole) of 4,8-dimethyl-deca-1,6-dien-3-ol and 46 g (0.4 mole) of α-formyl-propionic acid methyl ester are heated at from 140° to 200° C, whilst stirring, the methanol thereby eliminated is distilled off through a column, and the carbon dioxide eliminated is recorded by a gas flow meter. When the reaction has ceased, the contents of the flask are fractionated. 51 g of 2,6,10-trimethyl-dodeca-4,8-dien-1-al (yield, 77% of theory) are obtained. B.p. = 72° - 75° C at 0.01 mm Hg; nD25 = 1.4566. Odor: sweet, fruity, orange scent.

Workup

  1. distillationthe methanol thereby eliminated is distilled off through a column

Sources & evidence

ORD record
ord-ba513c0254ae4b6e963c119650e518ed
Source dataset
uspto-grants-1977_01
Patent number
US04001336

Reaction notes

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