Benzoic Acid → Benzophenone

HRID 1713572Notes

Reaction equation

HRID 1713572 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[C:1]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 243Benzoic AcidHCID 7412Benzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 3102Benzophenone

Procedure

Methoxyaryl 1g can be coupled with benzoyl chloride 2g, either commercially available or prepared in situ from the corresponding benzoic acid, using a Lewis acid, typically AlCl3 or the like, to give benzophenone product 3g. Reduction of 3g can be accomplished by triethylsilane and an appropriate protic or Lewis acid, typically trifluoroacetic acid or borontrifluoroetherate, to give arylbenzyl 4g.

Sources & evidence

ORD record
ord-b4e5e30731c340fe9a87b7b67088da5d
Source dataset
uspto-grants-2010_09
Patent number
US07795228B2

Reaction notes

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