Benzaldehyde → Acetophenone

HRID 2402853Notes

Reaction equation

HRID 2402853 reaction equation
[C:1]1([CH2:7][OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=O.[CH:11](=O)C1C=CC=CC=1>[Pd]>[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:8])[CH3:11]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 244Benzyl AlcoholHCID 977Oxygen

Product 1

HCID 7410Acetophenone

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Expectedly, benzylic alcohols such as PhCH2OH, 4-CH3OPhCH2OH, 4-CF3PhCH2OH, and PhCHOHCH3 were also reactive (0.1 mmol substrate, 5 μmol Pd-POM-1, 1 ml TFT, 2 bar O2, and 110° C. for 20 minutes), all yielding the corresponding benzaldehyde derivatives or acetophenone with >95% yields with no observed by-products.

Sources & evidence

ORD record
ord-c0ce8cee54df4558ab33237bc87ef6b2
Source dataset
uspto-grants-2014_08
Patent number
US08796482B2

Reaction notes

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