Benzoic Acid → Benzophenone

HRID 1713573Notes

Reaction equation

HRID 1713573 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 1 h can be coupled with benzoyl chloride 2h, 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 3h. Reduction of 3h can be accomplished by triethylsilane and an appropriate protic or Lewis acid, typically trifluoroacetic acid or borontrifluoroetherate, to give arylbenzyl 4h.

Sources & evidence

ORD record
ord-a5e857fdbc0541588242b31916e70969
Source dataset
uspto-grants-2010_09
Patent number
US07795228B2

Reaction notes

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