Acetic Acid → 1-Adamantyl acetate

HRID 1296368Notes

Reaction equation

HRID 1296368 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:11]([OH:14])(=[O:13])[CH3:12]>[Co+2]>[C:11]([O:14][C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)(=[O:13])[CH3:12].[C:11]([O:14][C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][C:3]([O:14][C:11](=[O:13])[CH3:12])([CH2:4]3)[CH2:2]1)[CH2:8]2)(=[O:13])[CH3:12]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 9238Adamantane

Product 2

HCID 5199731-Adamantyl acetateHCID 11807143HCID 11807143, compound

Reagents, catalysts & solvents 1

HCID 104729Cobalt(2+)Catalyst

Conditions

Temperature
75 °C

Procedure

A mixture of 10 mmole of adamantane, 1 mmole of NHPI, 0.05 mmole of cobalt(II) acetylacetonato (Co(AA)2) and 25 mL of acetic acid was stirred for 6 hours at 75° C. under an oxygen atmosphere to give 1-acetyloxyadamantane and 1,3-diacetyloxyadamantane.

Sources & evidence

ORD record
ord-745265cd65204683a309ce574ae9394e
Source dataset
uspto-grants-2007_07
Patent number
USRE039744E1

Reaction notes

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