Acetic Acid → Dodecanedioic Acid

HRID 1065739

Reaction equation

[CH:1]1CCCCCCCCCC[CH:2]=1.[C:13]1(=[O:23])[O:18][C:16](=O)[CH:15]2[CH2:19][CH2:20][CH:21]=[CH:22][CH:14]12.[C:24]([OH:27])(=[O:26])[CH3:25]>>[C:24]([CH2:25][CH2:1][CH2:2][CH2:16][CH2:15][CH2:19][CH2:20][CH2:21][CH2:22][CH2:14][C:13]([OH:18])=[O:23])([OH:27])=[O:26]

Participants

Reactant 3

HCID 176Acetic Acid

HCID 15164Cyclododecene, (E)-

HCID 127266013a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dione

Product 1

HCID 12736Dodecanedioic AcidYield 94%

Procedure

The co-oxidation reaction was carried out in a manner as described in Example 1, except that cyclododecene was used in lieu of cis-Δ4 -tetrahydrophthalic anhydride. Acetic acid was obtained at a yield of 95% and 1,10-dicarboxy decane was obtained at a yield of 94%.

Workup

customThe co-oxidation reaction

Sources & evidence

ORD record: ord-c134627c84a54450bdb1e8d5cc547349
Source dataset: uspto-grants-1982_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04331608

Linked notes

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