Oxygen → HCID 13902574, compound

HRID 351318Notes

Reaction equation

HRID 351318 reaction equation
C(OCC)(=O)C(C)=C.ON1C(=O)C2=CC=CC=C2C1=O.O=O.[OH:23][C:24]([CH3:35])([CH2:30][C:31]([OH:34])([CH3:33])[CH3:32])[C:25](OCC)=[O:26]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(#N)C.CC(O)C>[OH:23][C:24]1([CH3:35])[CH2:30][C:31]([CH3:33])([CH3:32])[O:34][C:25]1=[O:26]

Participants

8

Reactant 4

HCID 977OxygenHCID 7343Ethyl MethacrylateHCID 10665N-HydroxyphthalimideHCID 17798951HCID 17798951, compound

Product 1

HCID 13902574HCID 13902574, compound

Reagents, catalysts & solvents 3

HCID 6277Cobalt diacetateCatalystHCID 3776IsopropanolSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 3 mmol of ethyl methacrylate, 4 ml of 2-propanol, 0.6 mmol of N-hydroxyphthalimide, 0.015 mmol of cobalt(II) acetate, 0.045 mmol of acetylacetonatocobalt (III), and 1 ml of acetonitrile was stirred at 70° C. in an oxygen atmosphere (1 atm) for 5 hours. A gas chromatographic analysis of products in a reaction mixture revealed that ethyl 2,4-dihydroxy-2,4-dimethylpentanoate and α-hydroxy-α,γ,γ-trimethyl-γ-butyrolactone were formed in yields of 1% and 65%, respectively. The conversion rate from ethyl methacrylate was 85%.

Sources & evidence

ORD record
ord-c4d6ac591368456abd55a6dcc0432e60
Source dataset
uspto-grants-2007_02
Patent number
US07183423B1

Reaction notes

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