Benzyl Alcohol → Benzophenone

HRID 618978Notes

Reaction equation

HRID 618978 reaction equation
C(O)C1C=CC=CC=1.[CH:9]([OH:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.ON1C(=O)C2=CC=CC=C2C1=O>>[C:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:22])[CH3:16].[C:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:22])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 7037BenzhydrolHCID 10665N-Hydroxyphthalimide

Product 2

HCID 3102BenzophenoneHCID 7410Acetophenone

Procedure

In page 762 of the "Lecture Draft II" (1994) of 67th Spring Annual Meeting of Chemical Society of Japan, it is reported that oxidation of an alcohol such as benzyl alcohol or benzhydrol with air using vanadomolybdophosphoriate and N-hydroxyphthalimide provides a ketone such as acetophenone or benzophenone in a high yield, and that oxidation of tetralin, isochroman or adamantane with oxygen using N-hydroxyphthalimide gives a corresponding monoalcohol or monoketone.

Sources & evidence

ORD record
ord-db5a0bf45da04ce8bdf511cbec50699c
Source dataset
uspto-grants-1999_09
Patent number
US05958821

Reaction notes

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