Oxygen → HCID 18551913, compound

HRID 1266691Notes

Reaction equation

HRID 1266691 reaction equation
C(OC)(=O)CCCCC(OC)=O.[CH2:13]=[CH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].O=O.[CH2:23]([CH:31]([CH2:36][CH2:37][CH2:38][C:39]([O:41][CH3:42])=[O:40])[C:32]([O:34][CH3:35])=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>C([O-])(=O)C.[Mn+2].C([O-])(=O)C.C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(O)(=O)C>[CH2:23]([CH:31]([CH2:36][CH2:37][CH:38]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:39]([O:41][CH3:42])=[O:40])[C:32]([O:34][CH3:35])=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

8

Reactant 4

HCID 977OxygenHCID 81251-OcteneHCID 12329DimethyladipateHCID 12084130Dimethyl 2-octyladipate

Product 1

HCID 18551913HCID 18551913, compound

Reagents, catalysts & solvents 3

HCID 6277Cobalt diacetateCatalystHCID 12525Manganous AcetateCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 20 mmol of dimethyl adipate, 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 dimethyl 2-octyladipate and dimethyl 2,5-dioctyladipate were produced in yields of 36% and 2%, respectively, with a conversion from 1-octene of 60%.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-e09bd2aebb764a25bdcaaa870f62afb7
Source dataset
uspto-grants-2003_04
Patent number
US06548713B2

Reaction notes

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