Dimethyl Sulfoxide → 4,4'-Difluorobenzil

HRID 2205120Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.CS(C)=[O:20]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:20])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 679Dimethyl Sulfoxide

HCID 27483631,2-Bis(4-fluorophenyl)ethanone

Product 1

HCID 1230724,4'-Difluorobenzil

Conditions

Temperature: 100 °C

Procedure

SeO2 (191 mg, 1.72 mmol, 4.00 equiv) was added in batches to a solution of 1,2-bis(4-fluorophenyl)ethanone (100 mg, 0.43 mmol, 1.00 equiv) in DMSO (4.5 mL). The resulting solution was allowed to react, with stirring, for 2 hrs while the temperature was maintained at 100° C. in an oil bath. The solids were filtered out and discarded.

Workup

customto react
filtrationThe solids were filtered out and

Sources & evidence

ORD record: ord-8bdd37169d2046c1a90daa66bc5ad592
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09370522B2

Reaction notes

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