Oxygen → 4-tert-Butylbenzoic acid

HRID 618999Notes

Reaction equation

HRID 618999 reaction equation
[C:1]([C:5]1C=CC(C)=CC=1)(C)([CH3:3])[CH3:2].ON1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2C1=O.[O:24]=O>C(O)(=O)C>[C:1]([C:21]1[CH:22]=[CH:15][C:16]([C:17]([OH:18])=[O:24])=[CH:19][CH:20]=1)([CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 977OxygenHCID 73904-tert-Butyltoluene2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 74034-tert-Butylbenzoic acidYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 25 milliliters of acetic acid were added 1.49 grams (10 millimoles) of 4-t-butyl-1-methylbenzene, 0.16 gram (1 millimole) of N-hydroxyphthalimide and 0.018 gram (0.05 millimole) of acetylacetonatocobalt(III) Co(AA)3, and the resultant mixture was stirred in an oxygen atmosphere at 100° C. for 6 hours. With a transformation rate of 95%, 4-t-butyl-1-methylbenzene was transformed into 4-t-butylbenzoic acid (yield 88%).

Sources & evidence

ORD record
ord-3e685e99f04247c9a3dee192916e9848
Source dataset
uspto-grants-1999_09
Patent number
US05958821

Reaction notes

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