Adipic Acid → HCID 21972169, compound

HRID 1266692Notes

Reaction equation

HRID 1266692 reaction equation
C(O)(=O)CCCCC(O)=O.[CH2:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].O=O.[CH2:21]([CH:29]([CH2:33][CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:30]([OH:32])=[O:31])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>C([O-])(=O)C.[Mn+2].C([O-])(=O)C.C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(O)(=O)C>[CH2:21]([CH:29]([CH2:33][CH2:34][CH:35]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:36]([OH:38])=[O:37])[C:30]([OH:32])=[O:31])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

8

Reactant 4

HCID 196Adipic AcidHCID 977OxygenHCID 81251-OcteneHCID 14718570HCID 14718570, compound

Product 1

HCID 21972169HCID 21972169, compound

Reagents, catalysts & solvents 3

HCID 6277Cobalt diacetateCatalystHCID 12525Manganous AcetateCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 20 mmol of adipic acid, 2 mmol of 1-octene, 0.04 mmol of manganese(II) acetate, 0.002 mmol of cobalt (II) acetate and 2 ml of acetic acid was stirred at 90° C. in an atmosphere of a gaseous mixture of nitrogen and oxygen (9:1) (1 atm=0.101 MPa) for 3 hours. The resulting reaction mixture was analyzed to find that 2-octyladipic acid and 2, 5-dioctyladipic acid were produced in yields of 14% and 1%, respectively, with a conversion from 1-octene of 33%.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-85f97e233f5c4169a312acbb09458745
Source dataset
uspto-grants-2003_04
Patent number
US06548713B2

Reaction notes

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