Tridecanal → Tridecanedioic acid

HRID 2293814

Reaction equation

HRID 2293814 reaction equation
[C:1]([OH:24])(=[O:23])[CH2:2][CH2:3][CH2:4]CCCCCCCC/C=C\CCCCCCCC.[CH:25](=[O:34])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33].C(=[O:48])CCCCCCCCCCCC>>[C:1]([OH:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][C:25]([OH:48])=[O:34]

Participants

4

Reactant 3

HCID 25311TridecanalHCID 31289NonanalHCID 5281116Erucic Acid

Product 1

HCID 10458Tridecanedioic acid

Procedure

338.58 g (1 mol) of erucic acid (purity 95%) were ozonized in analogy to Example 1 and then hydrogenation was carried out. The hydrogenation solution obtained in this way contained nonanal and tridecanealdehyde acid and was divided by distillation. For oxidation, the corresponding aldehyde fraction was employed and was oxidized at 14 bar in analogy to Example 1. 185 g of tridecanedioic acid per cycle were obtained with a purity of 95%.

Workup

  1. customThe hydrogenation solution obtained in this way
  2. distillationwas divided by distillation

Sources & evidence

ORD record
ord-1c2aa7fad9214de9be3b156d3fed97a7
Source dataset
uspto-grants-1997_11
Patent number
US05686638

Linked notes

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