Metaperiodic acid → HCID 537145, compound

HRID 1902607Notes

Reaction equation

HRID 1902607 reaction equation
I(O)(=O)(=O)=O.[C:6]([O:9][CH:10]=[CH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]1[O:28]C1CCCCCCCC)(=[O:8])[CH3:7]>O.O1CCOCC1>[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]=[O:28])(=[O:8])[CH3:7]

Participants

5

Reactant 2

HCID 65185Metaperiodic acidHCID 54455797HCID 54455797, compound

Product 1

HCID 537145HCID 537145, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 31 g (0.11 moles) of crystallic periodic acid (HIO4, 2H2O) in 50 ml of water a solution of 25 g (0.076 moles) of 9.10-epoxy-octadecen-1-ol acetate in 220 ml of dioxane is added in 10 minutes. The reaction mixture is stirred at room temperature for a night, then poured onto water. The aqueous suspension is extracted twice with a total amount of 500 ml of petroleum ether, washed with water, dried with magnesium sulfate, the solvent is distilled off, and the residue is distilled in vacuo, under argon. The nonanal forming as a side-product is the first to distille over (b.p.: 80°-85° C., 9.75 g, 90%). The 9-acetoxy-nonanal distils over at 160°-162° C.

Workup

  1. additionpoured onto water
  2. extractionThe aqueous suspension is extracted twice with a total amount of 500 ml of petroleum ether
  3. washwashed with water
  4. dry with materialdried with magnesium sulfate
  5. distillationthe solvent is distilled off
  6. distillationthe residue is distilled in vacuo, under argon
  7. customThe 9-acetoxy-nonanal distils over at 160°-162° C.

Sources & evidence

ORD record
ord-c015e37b405249b4907fb1013dacc327
Source dataset
uspto-grants-1982_12
Patent number
US04364931

Reaction notes

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