N,O-Dimethylhydroxylamine → Benzophenone

HRID 1889616Notes

Reaction equation

HRID 1889616 reaction equation
CN[O:3][CH3:4].[C:5]1([Mg]Br)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[C:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 14232N,O-DimethylhydroxylamineHCID 178418255HCID 178418255, compound

Product 1

HCID 3102Benzophenone

Procedure

The benzophenone derivative 70 was prepared using chemistry outlined in Scheme 13. Weinreb amide 69, derived via coupling of the acid chloride of the corresponding acid intermediate 62 with N,O-dimethylhydroxylamine, was treated with phenylmagnesium bromide to afford 70. Subsequent reduction of compound 70 with sodium borohydride provided alcohol 71, which was further reduced in the presence of trifluoroacetic acid to give the diphenylmethane derivative 72.

Workup

  1. customThe benzophenone derivative 70 was prepared

Sources & evidence

ORD record
ord-62f03c75d5784fec9f63f067386856f0
Source dataset
uspto-grants-2013_08
Patent number
US08501992B2

Reaction notes

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